Analyzing the synthesis route of 4175-77-3

The synthetic route of 4175-77-3 has been constantly updated, and we look forward to future research findings.

4175-77-3, 2,4-Dibromothiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,4175-77-3

Scheme Dl; [00314] sec-BuLi (4.3 mL, 6.0 mmol, 1.4M solution in cyclohexane) was added dropwise to a solution of 9-bromoanthracene (1.29 g, 5.0 mmol) in Et2O (20 mL) at O¡ãC under N2. The reaction was held at O¡ãC for 15 minutes then warmed to rt and stirred an additional 45 minutes. Triisopropylborate (1.5 mL, 6.5 mmol) was added and the reaction was stirred at rt for 18h. Concentrated HCl (1.0 mL) and MeOH (1.0 mL) was added and the reaction was stirred for 30 minutes. The layers were separated and the aqueous phase was extracted three times with CH2Cl2. The combined organic layers EPO were washed with H2O, sat. NaHCO3 (aq.), brine, and then dried over Na2SO4. Filtration and concentration gave 1.05 g of 9-anthraceneboronic acid.[00315] A reaction flask was charged, under N2, with 9-anthraceneboronic acid(220 mg, 1.0 mmol), Pd(PPh3)4 (29 mg, 5.0 molpercent), 2,4-dibromothiazole (122 mg, 0.5 mmol), Na2CO3 (0.5 mL, 2.0 M solution in H2O), and toluene (4.0 mL). The reaction was heated at 9O¡ãC for 18h. After cooling to rt, water was added and the layers were separated. The aqueous phase was extracted three times with CH2Cl2. The combined organic layers were washed with H2O, brine, and then dried over Na2SO4. The crude product mixture was purified by silica gel chromatography eiuting with 1percent Et2O in hexanes. Isolated 93 mg, 50percent yield, of 2-anthracenyl-4-bromothiazole.

The synthetic route of 4175-77-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SYMYX TECHNOLOGIES, INC.; WO2006/66126; (2006); A2;,
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Brief introduction of 78441-62-0

As the paragraph descriping shows that 78441-62-0 is playing an increasingly important role.

78441-62-0,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.78441-62-0,2-(((2-((Dimethylamino)methyl)thiazol-4-yl)methyl)thio)ethanamine,as a common compound, the synthetic route is as follows.

EXAMPLE 3 According to the general procedure of Example 2, a solution of 1.65 (6.8 mmol) of 95percent pure 4-[[(2-aminoethyl)thio]methyl]-N,N-dimethyl-2-thiazolemethanamine and 1.8 g (7.0 mmol) of 1,1-diphenoxy-2-nitroethene dissolved in 25 ml of methylene chloride was stirred at room temperature for about two hours to provide N-[2-[[[2-[(dimethylamino)methyl]-4-thiazolyl]methyl]thio]ethyl]-2-nitro-1-phenoxy-1-etheneamine in situ. This compound was reacted with gaseous monomethylamine to provide 0.8 g of nizatidine. Yield 35.5percent.

As the paragraph descriping shows that 78441-62-0 is playing an increasingly important role.

Reference£º
Patent; Eli Lilly and Company; US4777260; (1988); A;,
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New learning discoveries about 62266-82-4

62266-82-4 6-Bromobenzo[d]thiazol-2(3H)-one 188444, athiazole compound, is more and more widely used in various fields.

62266-82-4,62266-82-4, 6-Bromobenzo[d]thiazol-2(3H)-one is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 13 6-(3-Chloro-phenyl)-3H-benzothiazol-2-one Prepared from 6-bromo-2-benzothiazolinone, 3-chlorophenyl boronic acid according to the procedure of example 12. A white solid: mp 195-196 C.; 1H-NMR (DMSO-d6) delta 11.95 (s, 1H), 7.96 (d, 1H, J=1.17 Hz), 7.7 (t, 1H, J=1.76 Hz) 7.62-7.59 (m, 2H), 7.46 (t, 1H, J=7.65 Hz), 7.4-7.38 (m, 1H), 7.18 (d, 1H, J=8.24 Hz); MS (EI) m/z (M+, 30%); Anal. Calc. For C13H8ClNOS.H2O: C, 57.67, H, 3.35, N, 5.17. Found: C, 57.98, H, 3.11, N, 4.98.

62266-82-4 6-Bromobenzo[d]thiazol-2(3H)-one 188444, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; American Home Products Corporation; Ligand Pharmaceutical, Inc.; US6423699; (2002); B1;,
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New learning discoveries about 302964-02-9

302964-02-9, The synthetic route of 302964-02-9 has been constantly updated, and we look forward to future research findings.

302964-02-9, 2-Boc-Aminothiazole-5-carboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[00106] Compound 8 was made using by adapfing the synthesisdsdosed n J.Med.Chem. 2006, 6819. Synthesis of amde 5 was accomphshedn two steps, starting from compound 1. Compound I was converted to acidchorde 2 using oxay chorde n dchoromethane (DCM). Formafion of theacd chorde was confirmed by quenching an aquot n methano (MeOH);LCMS anayss ndcated the presence of the corresponding methy? ester 3 n>90%. Add Won of 2 to a mixture of excess anWne 4 and dsopropy ethyamne(DPEA) gave good conversion to amine 5. After fHtehng the sohds off thisafforded 1.15 g (40%) amde 5 n high purIty. Remova of the Boc-group using tr[fluoroacefic acid (TFA) gave good conversion to amine 6. Amine 6 was converted to compound 8 n the presence of compound 7 and sodium t-butoxde (NaOBu-t).

302964-02-9, The synthetic route of 302964-02-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; COMBS, Colin; MULLER, Gerhard; DAMEN, Eddy; NAGAMOTO-COMBS, Kumi; (73 pag.)WO2017/100703; (2017); A1;,
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Analyzing the synthesis route of 22900-83-0

22900-83-0 Ethyl 2-bromo-4-methylthiazole-5-carboxylate 2824057, athiazole compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.22900-83-0,Ethyl 2-bromo-4-methylthiazole-5-carboxylate,as a common compound, the synthetic route is as follows.

Part F: Ethyl 4-methyi-2-morpholin-4-yl-1.3-thiazole-5-carboxylate; A mixture of ethyl 2-bromo-4-methyl-ls3-thiazole-5-carboxylate (950 mg, 3.80 mmol), morpholine (0.5 mL, 5.70 mmol), and potassium carbonate (1.1 g, 7.60 mmol) in 4.0 ml of NMP is heated to 130 ¡ãC for 1.5 h. The reaction is cooled to RT, and the NMP is removed in vacuo. The residue is partitioned between CH1CI2 and water (20 ml each), and the layers are separated. The aqueous layer is extracted once more with 20 ml of CH2CI2, and the combined organic extracts are dried (Na2SQ4), filtered, and evaporated in vacuo to give the title compound as an off-white solid. Mass spec. (257.06, M+H)., 22900-83-0

22900-83-0 Ethyl 2-bromo-4-methylthiazole-5-carboxylate 2824057, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; NEUROGEN CORPORATION; WO2008/83070; (2008); A1;,
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Analyzing the synthesis route of 50850-93-6

As the paragraph descriping shows that 50850-93-6 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.50850-93-6,Ethyl 2-aminobenzo[d]thiazole-6-carboxylate,as a common compound, the synthetic route is as follows.

50850-93-6, Step 1: To a solution of tert-butyl nitrite (4.5 mL, 37.5 mmol) and copper(II) bromide (6.0 g, 27 mmol) in CH3CN(100 mL) at rt was added a mixture of ethyl 2-aminobenzo[d]thiazole-6-carboxylate (5.0 g, 22.5 mmol) in CH3CN (50mL). The reaction suspension was stirred at rt for 1 h. The resulting reaction mixture was quenched with 300 mL of 1 NHCl aqueous solution and extracted with CH2Cl2 (3×200 mL). The combined organic layers were dried over MgSO4,and concentrated under reduced pressure. The crude product was purified on a silica gel column using a mixture ofCH2Cl2-hexanes (4:1, v/v) as eluent to give ethyl 2-bromobenzo[d]thiazole-6-carboxylate as a white solid (6.2 g, 96%).1H NMR (300 MHz, CDCl3) delta 8.54 (d, J= 1.1 Hz, 1H), 8.16 (dd, J= 1.5, 8.7 Hz, 1H), 8.02 (d, J = 8.7 Hz, 1H), 4.43 (q, J=7.2 Hz, 2H), 1.43 (t, J= 7.2 Hz, 3H). LCMS (ESI) m/z 288, 286 (M+H)+.

As the paragraph descriping shows that 50850-93-6 is playing an increasingly important role.

Reference£º
Patent; Ambit Biosciences Corporation; HADD, Michael J.; HOCKER, Michael D.; HOLLADAY, Mark W.; LIU, Gang; ROWBOTTOM, Martin W.; XU, Shimin; (299 pag.)EP2766359; (2016); B1;,
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Downstream synthetic route of 41731-83-3

As the paragraph descriping shows that 41731-83-3 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.41731-83-3,Ethyl 2-bromothiazole-5-carboxylate,as a common compound, the synthetic route is as follows.,41731-83-3

Synthesis of ethyl 2-piperazin-1-ylthiazole-5-carboxylate 1.02 g (5.0 mmol) of ethyl 2-bromothiazole-5-carboxylate and 4.31 g (50 mmol) of piperazine were dissolved in ethanol (20 ml) and the mixture was heated under reflux over a period of 4 h. The solution was then concentrated in vacuo, taken up in EA and washed successively with water and a satd aq. NaCl solution. Following drying of the organic phase over MgSO4, filtration and removal of solvent in vacuo there were obtained 1.12 g (4.6 mmol, 93%) of ethyl 2-piperazin-1-ylthiazole-5-carboxylate.

As the paragraph descriping shows that 41731-83-3 is playing an increasingly important role.

Reference£º
Patent; Gruenenthal GmbH; US2007/112011; (2007); A1;,
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Analyzing the synthesis route of 5198-88-9

As the paragraph descriping shows that 5198-88-9 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.5198-88-9,2-Bromothiazole-4-carboxylic acid,as a common compound, the synthetic route is as follows.

3-[(2-bromo-thiazole-4-carbonyl)-annino]-3-o-tolyl-propionic acid methyl ester100mg (0,48mnnol) of 2-bromo-l ,3-thiazole-4-carboxylic acid are dissolved in 10 ml of DMF, N-ethylmorpholine (122 mg, 2,2Eq) and TOTU (174mg, 1 .1 Eq) are added and the mixture is stirred at RT for 5 minutes. Then 93mg (1 Eq) of methyl 3-amino-3-(2- methylphenyl)propanoate are added and the mixture is stirred overnight. The solvent is removed in vacuo and the residue subjected to preparative HPLC delivering 3-[(2- bromo-thiazole-4-carbonyl)-amino]-3-o-tolyl-propionic acid methyl ester yields in yields below 80%, 5198-88-9

As the paragraph descriping shows that 5198-88-9 is playing an increasingly important role.

Reference£º
Patent; SANOFI; RUF, Sven; PERNERSTORFER, Josef; SADOWSKI, Thorsten; HORSTICK, Georg; SCHREUDER, Herman; BUNING, Christian; WIRTH, Klaus; WO2013/14205; (2013); A1;,
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Downstream synthetic route of 29182-42-1

The synthetic route of 29182-42-1 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.29182-42-1,Ethyl 2-(benzo[d]thiazol-2-yl)acetate,as a common compound, the synthetic route is as follows.,29182-42-1

General procedure: To an oven-dried and argon-filled Schlenk tube was added 2-substituted benzo[d]thiazole component 1 (0.5 mmol), 2-bromoenal 2 (0.75 mmol, 1.5 equiv), triazolium salt C (0.05 mmol,10 mol%), and DIPEA (0.6 mmol, 1.2 equiv) in toluene (5 mL).The mixture was stirred at r.t. and monitored by TLC until completion of the reaction. The residue was purified by flash chromatography on silica gel [n-pentane-Et2O (10:1) or n-pentaneCH2Cl2 (1:1 to 1:2)] to afford the products 3a-k as orange oryellow solids.

The synthetic route of 29182-42-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Ni, Qijian; Xiong, Jiawen; Song, Xiaoxiao; Raabe, Gerhard; Enders, Dieter; Synlett; vol. 26; 11; (2015); p. 1465 – 1469;,
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Analyzing the synthesis route of 20358-03-6

As the paragraph descriping shows that 20358-03-6 is playing an increasingly important role.

20358-03-6, 2-Amino-5-bromobenzothiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

2.0 g of 2-amino-5-bromobenzothiazole was dissolved in 20.0 mL of pyridine, 688 uL of acetyl chloride was added thereto, and the resulting solution was stirred overnight at room temperature. The reaction mixture thus obtained was concentrated, and then ethyl acetate and 1N aqueous solution of hydrogen chloride were added thereto, and the resulting solution was stirred for about 30 minutes. The solid thus obtained was filtered under reduced pressure while it was washed with ethyl acetate, to give 1.18 g of the title compound as a white solid (yield: 49.8 %). 1H-NMR (CDCl3, 400 MHz) d 9.7l(bs, 1H0, 7.9l(s, 1H), 7.68(d, 1H), 7.43(d, 1H), 2.32(s, 3H), 20358-03-6

As the paragraph descriping shows that 20358-03-6 is playing an increasingly important role.

Reference£º
Patent; YUHAN CORPORATION; HAN, Tae Dong; TAK, Hee Jae; KIM, Eun Kyung; CHOI, Su Bin; KIM, Dong Hoon; PARK, Sol; JUNG, Eun Hye; CHOI, Hyun Ho; KIM, Tae Wang; JU, Mi Kyeong; HA, Na Ry; (305 pag.)WO2019/180644; (2019); A1;,
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Thiazole | chemical compound | Britannica