Analyzing the synthesis route of 144164-11-4

144164-11-4 Thiazol-5-ylmethyl ((2S,3S,5S)-5-amino-3-hydroxy-1,6-diphenylhexan-2-yl)carbamate 11101978, athiazole compound, is more and more widely used in various.

144164-11-4, Thiazol-5-ylmethyl ((2S,3S,5S)-5-amino-3-hydroxy-1,6-diphenylhexan-2-yl)carbamate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Thiazol-5-ylmethyl ((2S,3S,5S)-5-((S)-2-amino-3-methylbutanamido)-3-hydroxy-l ,6- diphenylhexan-2-yl)carbamate, compound C2: 526 mg (1.64 mmol, 1.0 eq) of TBTU was added to 356 mg (1.64 mmol, 1.0 eq) Boc-Val dissolved in 1.5 ml of DMF along with 690 mu of DIEA (3.94 mmol, 2.4 eq). The crude hydrolysate of RTV (700 mg, 1.64 mmol, 1.0 eq), dissolved in 1 ml of DMF, was added after 5 minutes of stirring in one portion. The reaction was left overnight and DMF was rotary evaporated. The reaction mixture was dissolved in 50 ml of EtOAc and washed two times by saturated NaHC03, two times with 10 % KHS04 and once with brine. The organic mixture was dried, evaporated and the product was purified using Flash chromatography (TLC analysis: EtOAc, R/ = 0.65). Product was further dissolved in 5 ml of hot EtOAc and 5 ml of diethyl ether was added. The resulting gel was filtrated and dried to give very pure (>99 %, HPLC) 250 mg of product (yield = 25 %). The product was then treated with TFA (approx. 1 ml) for 15 minutes, alternately sonicated and stirred. The remaining TFA was then removed by flow of nitrogen. The oily product was dissolved in water/ ACN and was lyophilisated. Analytical HPLC Rr = 17.4 min. HRMS (ESI+): calculated for C28H37O4N4S [M]+ 525.25300. Found 525.25292. NMR (500 MHz, DMSO-d6): 9.06 (d, 1H, 4/ = 0.8, N-CH-S), 8.24 (d, 1H / = 8.2, -NH-CO), 8.00 (bd, 3H, / = 5.2, -NH3+), 7.85 (q, 1H, 4J = 0.8, S-C-CH-N), 7.28-7.13 (m, 10H, Ph-), 6.94 (d, / = 9.4, 1H, NH-CO-O), 5.12 (d, 2H, 4J = 0.8, 0-CH2), 4.16 (m, 1H, CH-NH- CO), 3.78 (m, 1H, CH-NH3+, partial overlap with water residual peak), 3.58 (td, 1H, / = 6.8, / = 2.0, CH-OH), 3.48 (m, 1H, Ph-CH2-CH-NH), 2.72-2.67 (m, 4H, 2xCH-CH2-Ph), 2.00 (m, 1H, CH-(CH3)2), 1.50 (m, 1H, OH-CH-CH2), 1.43 (m, 1H, OH-CH-CH2), 0.89 (d, 3H, / = 6.8 -CH3), 0.84 (d, 3H, / = 6.8 -CH3). 13C NMR (125.7 MHz, DMSO-d6): 167.33 (CO Val), 158.33(q, /CF = 34.4, CF3COO-), 155.79 (O-C-N), 155.71 (N-CH-S), 143.23 (S-C-CH-N), 139.50 (Ph), 138.55 (Ph), 134.23 (S-C-CH-N), 129.56 (Ph), 129.17 (Ph), 128.30 (Ph), 128.25 (Ph), 126.26 (Ph), 126.09 (Ph), 116.44 (q, JQF = 294.8, CF3-COO ) 68.90 (HO-CH), 57.56 (CO-CH-NH3), 57.44 (COO-CH2), 55.74 (HO-CH-CH-NH), 47.98 (CONH-CH), 39.75 (NH-CH-CH2-Ph), 37.77 (-CH2-CH-CH-), 37.33 (Ph-CH2-CH-NH), 30.04 (CH(CH3)2), 17.26 and 18.69 (2xCH3).

144164-11-4 Thiazol-5-ylmethyl ((2S,3S,5S)-5-amino-3-hydroxy-1,6-diphenylhexan-2-yl)carbamate 11101978, athiazole compound, is more and more widely used in various.

Reference£º
Patent; USTAV ORGANICKE CHEMIE A BIOCHEMIE AV CR, V.V.I.; USTAV MAKROMOLEKULARNI CHEMIE AV CR, V.V.I.; UNIVERZITA KARLOVA V PRAZE, PRIRODOVEDECKA FAKULTA; SACHA, Pavel; KONVALINKA, Jan; SCHIMER, Jiri; KNEDLIK, Tomas; NAVRATIL, Vaclav; TYKVART, Jan; SEDLAK, Frantisek; MAJER, Pavel; CIGLER, Petr; SUBR, Vladimir; ULBRICH, Karel; STROHALM, Jiri; (53 pag.)WO2016/112883; (2016); A2;,
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Brief introduction of 51640-36-9

As the paragraph descriping shows that 51640-36-9 is playing an increasingly important role.

51640-36-9, 2-Chlorothiazole-5-carbonitrile is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To an NMP (1 mL) solution of (fraiis)-/V-(azetidin-3-yl)-3-(5-fluoro-2- methoxyphenoxy)cyclobutanecarboxamide, trifluoroacetic acid salt (Intermediate 71 ) (27 mg, 0.066 mmol) and 2-chlorothiazole-5-carbonitrile (14 mg, 0.099 mmol) in a microwave reaction vial was added N,N-diisopropylethylamine (0.04 mL, 0.2 mmol). The reaction was heated in a microwave (145 C) for 1 .5 h, concentrated and loaded onto a semi-prep HPLC (TFA as modifier) for purification. The purified sample was dissolved in DCM, washed with saturated aqueous NaHCC>3 solution, and then concentrated to afford the title compound as a pale yellow solid (22 mg, 84%). 1H NMR (400 MHz, CDCI3) delta 2.53 (ddd, J = 13, 10, 6 Hz, 2 H), 2.75 (ddd, J = 14, 7, 4 Hz, 2 H), 2.96-3.09 (s, 1 H), 3.82 (s, 3 H), 4.04 (dd, J = 10, 5 Hz, 2 H), 4.50 (t, J = 9 Hz, 2 H), 4.92-5.01 (m, 2 H), 5.96 (d, J = 7 Hz, 1 H), 6.46 (dd, J = 10, 3 Hz, 1 H), 6.60 (td, J = 8, 3 Hz, 1 H), 6.79 (dd, J = 9, 5 Hz, 1 H), 7.68 (s, 1 H); LC-MS (LC-ES) M+H = 403.

As the paragraph descriping shows that 51640-36-9 is playing an increasingly important role.

Reference£º
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; DEATON, David Norman; GUO, Yu; HANCOCK, Ashley Paul; SCHULTE, Christie; SHEARER, Barry George; SMITH, Emilie Despagnet; STEWART, Eugene L.; THOMSON, Stephen Andrew; (556 pag.)WO2018/69863; (2018); A1;,
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Simple exploration of 41731-83-3

41731-83-3 Ethyl 2-bromothiazole-5-carboxylate 3614103, athiazole compound, is more and more widely used in various.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.41731-83-3,Ethyl 2-bromothiazole-5-carboxylate,as a common compound, the synthetic route is as follows.

A mixture of compound IE (2.2 g, 10.0 mmol), N-methylpiperazine (1.1 g, 11.0 mmol), and K2C03 (3.4 g, 24.9 mmol) in acetonitrile (70 mL) was stirred at 80 C for 24 h. The mixture was concentrated and diluted with H20 and extracted with EtOAc (3x). The combined organic layers were dried and then concentrated to give compound 1G (2.5 g, >100%) as a brown solid. 1H NMR (400 MHz, CDC13) delta 7.85 (s, 1H), 4.28 (q, J = 1.2 Hz, 2H), 3.58 (t, J = 5.6 Hz, 4H), 2.50 (t, J = 5.6 Hz, 4H), 2.33 (s, 3H), 1.32 (t, J = 1.2 Hz, 3H).

41731-83-3 Ethyl 2-bromothiazole-5-carboxylate 3614103, athiazole compound, is more and more widely used in various.

Reference£º
Patent; NEUROPORE THERAPIES, INC.; STOCKING, Emily, M.; WRASIDLO, Wolfgang; WO2015/116663; (2015); A1;,
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New learning discoveries about 88982-82-5

88982-82-5 4-Bromo-1,3-thiazole-2-carboxylic acid 15122065, athiazole compound, is more and more widely used in various.

88982-82-5, 4-Bromo-1,3-thiazole-2-carboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 4-bromothiazole-2-carboxylic acid 11 (25.0 mg, 0.12 mmol) in DCM (2.0 mL), oxalyl chloride (0.02 mL,0.23 mmol) was added dropwise, and then DMF (2 drops) was added. The mixture was stirred at room temperature for 2 h and concentrated, dried by vacuum. DCM(3.0 mL) was added to the mixture and the mixture was cooled to 0 C and 3-aminobenzonitrile (60.0 mg, 0.51 mmol), DIEA (0.03 mL,0.17 mmol) was added. The mixture was stirred at room temperature overnight. The subsequent mixture was concentrated under reduced pressure and extractedwith H2O/ethyl acetate. The combined organic layer was dried by Na2SO4,concentrated under reduced pressure and purified by column chromatography on silica gel (hexane/ethyl acetate = 5:1) to afford the title compound 6be (16.0 mg, 43 %) as white solid: 1H-NMR (400MHz, CDCl3) delta 9.05(s, 1H), 8.16 (d, J = 1.64 Hz, 1H),7.86 (dt, J = 7.60, 1.92 Hz, 1H),7.59 (s, 1H), 7.48 (m, 2H). 13C-NMR (100 MHz, CDCl3) delta 163.2, 156.2, 137.6, 130.2, 128.5, 126.0,124.4, 123.9, 123.0, 118.2, 113.5. LC/MS (ESI-) 305.9 (M-H)+.

88982-82-5 4-Bromo-1,3-thiazole-2-carboxylic acid 15122065, athiazole compound, is more and more widely used in various.

Reference£º
Article; Vu, Hoang Nam; Kim, Ji Young; Hassan, Ahmed H.E.; Choi, Kihang; Park, Jong-Hyun; Park, Ki Duk; Lee, Jae Kyun; Pae, Ae Nim; Choo, Hyunah; Min, Sun-Joon; Cho, Yong Seo; Bioorganic and Medicinal Chemistry Letters; vol. 26; 1; (2016); p. 140 – 144;,
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Simple exploration of 56354-98-4

As the paragraph descriping shows that 56354-98-4 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.56354-98-4,6-Aminobenzo[d]thiazol-2(3H)-one,as a common compound, the synthetic route is as follows.

A mixture comprising 60.0 mg (307 mumol) 4-chloro-6-ethyl-5-methyl-7H-pyrrolo[2,3-d]pyrimidine (prepared according to intermediate exampLe 1a), 51 mg 6-amino-1,3-benzothiazol-2(3H)-one (CAS-No: 56354-98-4), 1.75 mL ethanol and 16.9 muL hydrochloric acid (4M in dioxane) was reacted at 110C for 10 hours. The residue was digested in a mixture of diethyl ether and ethanol and dried to give 85.3 mg (85%) of the title compound. 1HNMR (DMSO-d6): delta = 1.16 (3H), 2.37 (3H), 2.66 (2H), 7.23 (1H), 7.37 (1H), 7.74 (1H), 8.10 (1H), 9.65 (1H), 12.18 (1H), 12.50 (1H) ppm.

As the paragraph descriping shows that 56354-98-4 is playing an increasingly important role.

Reference£º
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; KLAR, Ulrich; WORTMANN, Lars; KETTSCHAU, Georg; PUeHLER, Florian; LIENAU, Philip; PETERSEN, Kirstin; HAeGEBARTH, Andrea; SUeLZLE, Detlev; WO2014/44691; (2014); A1;,
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Some tips on 119256-40-5

As the paragraph descriping shows that 119256-40-5 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.119256-40-5,4,6-Difluorobenzothiazol-2-ylamine,as a common compound, the synthetic route is as follows.

EXAMPLE 5 5-Methyl-thiophene-2-carboxylic acid (4.6-difluoro-benzothiazol-2-yl)-amide Using 2-amino-4,6-difluoro-benzothiazole and 5-methyl-thiophene-carboxylicacid chloride the title compound was prepared as a yellow solid (74% yield), MS: m/e=310 (M+).

As the paragraph descriping shows that 119256-40-5 is playing an increasingly important role.

Reference£º
Patent; Alanine, Alexander; Flohr, Alexander; Miller, Aubry Kern; Norcross, Roger David; Riemer, Claus; US2002/45615; (2002); A1;,
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Analyzing the synthesis route of 45865-42-7

The synthetic route of 45865-42-7 has been constantly updated, and we look forward to future research findings.

45865-42-7, 5-(tert-Butyl)-4-methylthiazol-2-amine is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To the solution of 5-tert-Butyl-4-methyl-thiazol-2-ylamine (1.12 g, 6.6 mmol) in dryDMF (20 mL) was added triethylamine (0.92 mL, 1 eq). 2,2,2-trichloroethyl chloroformate (0.9 mL, 6.6 mmol) was added in a dropwise manner at room temperature. The reaction mixture was stirred at room temperature for 3 hrs. Dry DMF (40 mL) was added, washed with brine (320 mL), water (220 mL), dried, filtered, concentrated to afford compound 4, (5-tert-butyl-4-methyl-thiazol-2-yl)-carbamic acid 2,2,2-trichloro-ethyl ester (1.40 g, 4.0 mmol, 61%) as a white solid.MS: 347.0 (M+1)1HNMR (DMSO-d6) ppm: 1.26 (9H, s), 2.12 (3H, s), 4.90 (2H, s)

The synthetic route of 45865-42-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Du, Xiaomin; Hao, Yan; Zhang, Lanying; US2010/298385; (2010); A1;,
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Simple exploration of 556-90-1

As the paragraph descriping shows that 556-90-1 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.556-90-1,2-aminothiazol-4(5H)-one,as a common compound, the synthetic route is as follows.

General procedure: The desired compounds, (Z)-5-(substituted benzylidene)-2-iminothiazolidin-4-one analogues (1a- 1l) (Figure 1), were prepared by Knoevenagel condensation.With one exception, refluxing a solution of appropriate benzaldehydes and pseudothiohydantoinin acetic acid in the presence of NaOAc produced (Z)-5-benzylidene-2-iminothiazolidin-4-ones as a single stereoisomer in yields of 41.4-94.1%. A Knoevenagel condensation between 2,4-dimethoxy benzaldehyde and pseudothiohydantoin under the same conditions gave amixture of (E)- and (Z)-5-(2,4-dimethoxybenzylidene)-2-iminothiazolidin-4-ones. These compounds could not be easily separated by conventional silica gel column chromatography. Milder reaction conditions capable of accomplishing the Knoevenagel condensation were needed to synthesize only (Z)-stereoisomer. Interestingly,heating a solution of 2,4-dimethoxy benzaldehyde and pseudothiohydantoin in ethanol:H2O (1:1) in the presence of 1.0 equiv. of piperidine as a base catalyst at 80 C afforded the corresponding (Z)-stereoisomer(1l) as a sole product. A suspension of an appropriate benzaldehyde (300 mg, 1.53-2.46 mmol), pseudothiohydantoin(1.1 eq.), and sodium acetate (3.0 eq.) in acetic acid (1 mL/1 mmol of benzaldehyde) was refluxed for 3-7 h. The reaction mixture was cooled and water was added. The resulting precipitates were filtered, and washed with water and, if necessary, a small amountof methylene chloride or ethyl acetate, to produce (Z)-5-(substituted benzylidene)-2-iminothiazolidin-4-oneproducts (1a – 1k) in 41.4-94.1% yields. The resulting precipitates were filtered, and washed with water,ethyl acetate and methylene chloride to give (Z)-5-(2,4-dimethoxybenzylidene)-2-iminothiazolidin-4-one (1l) all final products were confirmed by 1H and 13C NMR spectroscopy and mass spectroscopy.

As the paragraph descriping shows that 556-90-1 is playing an increasingly important role.

Reference£º
Article; Jung, Hee Jin; Lee, Min Jung; Park, Yeo Jin; Noh, Sang Gyun; Kyoung; Moon, Kyoung Mi; Lee, Eun Kyeong; Bang, Eun Jin; Park, Yun Jung; Kim, Su Jeong; Yang, Jungho; Ullah, Sultan; Chun, Pusoon; Jung, Young Suk; Moon, Hyung Ryong; Chung, Hae Young; Bioscience, Biotechnology and Biochemistry; vol. 82; 5; (2018); p. 759 – 767;,
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New learning discoveries about 19654-14-9

19654-14-9 2-(3-Bromophenyl)benzothiazole 6382460, athiazole compound, is more and more widely used in various.

19654-14-9, 2-(3-Bromophenyl)benzothiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

In a two-neck 250 mL flask, 2.5 g (5.12 mmol) of Int.3,Intermediate (13) 1.63 g (5.63 mmol0.29 g (0.25 mmol) of Pd(PPh3)4,100 mL of toluene,50 mL of EtOH and 5.12 mL (10.2 mmol) of 2M K2CO3 were mixed, it was refluxed. After the reaction was completed, the reaction mixture was cooled at room temperature and the resulting solid was filtered with EtOH.The solid was dissolved in chloroform and purified by silica gel column chromatography (CHCl3: HEX). Ethyl acetate (EA) was solidified and filtered to obtain 1.62 g (yield: 55.7%) of a beige solid compound 4-415 (WS16-30-211).

19654-14-9 2-(3-Bromophenyl)benzothiazole 6382460, athiazole compound, is more and more widely used in various.

Reference£º
Patent; Raepto Co., Ltd.; Kim Gyu-ri; Go Byeong-su; Kim Hye-jeong; Ryu Yong-jae; Im Cheol-su; Park Yong-pil; Yoon Jeong-hun; Han Gap-jong; Oh Yu-jin; (85 pag.)KR2017/142950; (2017); A;,
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New learning discoveries about 4175-77-3

As the paragraph descriping shows that 4175-77-3 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4175-77-3,2,4-Dibromothiazole,as a common compound, the synthetic route is as follows.

a) Synthesis of 4-bromothiazol A solution of 10.0 g (41.2 mmol) 2,4-dibromothiazol in ether (210 ml) was cooled to -78¡ã C. and 28.3 ml (45.3 mmol, 15percent in hexane) n-butyllithium was added in drops at this temperature. After 30 min of stirring, 3.3 ml (82.3 mmol) methanol was added at -78¡ã C. to the reaction mixture. Heating was subsequently performed to RT over a period of 16 h. The reaction mixture was filtered over silica gel and washed with a n-hexane/AE mixture (2:1). The filtrate was concentrated in a vacuum, whereby 6.7 g (40.9 mmol, 99percent) 4-bromothiazol was obtained.

As the paragraph descriping shows that 4175-77-3 is playing an increasingly important role.

Reference£º
Patent; Grunenthal GmbH; US2008/261996; (2008); A1;,
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