Day: February 28, 2022

59418-09-6,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.59418-09-6,Methyl 4-thiazolecarboxylate,as a common compound, the synthetic route is as follows.

Methyl(R)-2-(3-((tert-butoxycarbonyl)(methyl)amino)-4-methylpentanoyl)thiazole-4- carboxylate (3e): To a stirred solution of aldehyde 1 (80 mg, 0.35 mmol) and methyl thiazole-4-carboxylate 2e (25 mg, 0.17 mmol) in anhydrous benzene (1.0 mL) at 25 C were added portion-wise over 15 min TMSN3 (0.05 mL, 0.35 mmol) followed by phenyliodinebis(trifluoroacetate) (PIFA, 150 mg, 0.35 mmol). After stirring for 16 h at 25 C, TLC analysis indicated complete consumption of aldehyde 1, while unreacted methyl thiazole-4-carboxylate 2e was still present in the reaction mixture. Consequently, more aldehyde 1 (80 mg, 0.35 mmol), TMSN3 (0.046 mL, 0.35 mmol) and PIFA (150 mg, 0.35 mmol) were added portion-wise over 15 min at 25 C and stirring was continued for an additional 12 h. The reaction mixture was cooled to 0 C and quenched with Et3N (0.2 mL). The solvent was removed under reduced pressure and the resulting residue was purified by flash column chromatography (silica gel, 10?40% EtOAc in hexanes) to produce ketone 3e (7.7 mg, 12% yield) as a colorless oil. 3e: Rf- 0.35 (silica gel, 25% EtOAc in hexanes); [cc]D – 12.0 (c = 1.0, CHCI3); FT-IR (neat) f^,: 2960, 2921, 2851, 1743, 1690, 1460, 1366, 1335, 1248, 1218, 1145, 995, 770 cm 1; NMR: (CDCI3, 600 MHz) delta = 8.42 (d, J = 13.4 Hz, 1H), 4.27 (s, 1H), 3.97 (d, J = 4.3 Hz, 3H), 3.66 – 3.08 (m, 2H), 2.72 (d, J = 1.7 Hz, 3H), 1.88 (dt, J = 16.5, 7.6 Hz, 1H), 1.34 (d, J = 15.0 Hz, 9H), 1.03 (dd, J = 16.7, 6.6 Hz, 3H), 0.89 (dd, J = 6.7, 2.6 Hz, 3H); 13C NMR: (CDCI3, 150 MHz) delta = 192.0, 167.2, 161.2, 155.8, 148.3, 133.4, 79.5, 59.7, 58.8, 52.6, 39.8, 31.1, 28.2, 20.2, 19.6; HRMS calcd for Ci7H26N205S [ +Na+] 393.1460 found 393.1448.

The synthetic route of 59418-09-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; WILLIAM MARSH RICE UNIVERSITY; NICOLAOU, Kyriacos, C.; VOURLOUMIS, Dionosios; YIN, Jun; ERANDE, Rohan; MANDAL, Debashis; KLAHN, Philipp; (322 pag.)WO2016/138288; (2016); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.3581-89-3,5-Methylthiazole,as a common compound, the synthetic route is as follows.

To a solution of bromide from Step 1 (18 g, 86 [MMOL)] in toluene (100 mL) was added thiourea (10.5 g, 138 [MMOL).] The reaction mixture was heated to [100C] for 1 h, cooled to rt, and the solvent removed under reduced pressure. The residue was dissolved in [CH2CI2] (100 mL), a saturated solution of [NAHC03] (75 mL) was added, and the mixture was vigorously stirred for 10 minutes. The organic layer was separated, dried [(NA2SO4),] filtered, and concentrated under reduced pressure. The residue was then recrystallized from [CH2CI2/HEXANES] to provide the product (10 g, 63%) as a white solid. [(C7H10N202S)] : LC-MS, RT 0.76 min, (M+H) [+] 187.0 ;’H NMR [(CDCI3)] : [6] 2.23 (s, 3H), 3.70 (s, 2H), 3.75 (s, 3H), 4.83-4. 95 (broad s, 2H)., 3581-89-3

As the paragraph descriping shows that 3581-89-3 is playing an increasingly important role.

Reference：
Patent; BAYER PHARMACEUTICALS CORPORATION; WO2004/11446; (2004); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.14190-59-1,Thiazole-2-carboxylic acid,as a common compound, the synthetic route is as follows.

Preparation 107: 1, 3-thiazole-2-carbonyl CHLORIDE 1,3 thiazole-2-carboxylic acid (Preparation 92,5. 0 g, 39 MMOL) was added to a solution containing sodium hydroxide (1.55 g), in water (26 ml). The solution was evaporated to dryness and the resultant solid was triturated with diethyl ether, filtered and dried in an oven at 60 C for 6 h to give a brown solid (5.5 g). The solid was added to thionyl chloride (25 ML) and heated on a steam bath for 2 h. The excess thionyl chloride was removed in vacuo and the resultant oil was triturated with petroleum ether (40-60,3 x 30 ml) to give the title compound as an oily solid upon filtration and evaporation (4.0 g, 70percent).

14190-59-1, As the paragraph descriping shows that 14190-59-1 is playing an increasingly important role.

Reference：
Patent; PFIZER LIMITED; PFIZER INC.; WO2004/72086; (2004); A2;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.14527-43-6,Ethyl thiazole-4-carboxylate,as a common compound, the synthetic route is as follows.

The thiazole-4-methanol used as a starting material was prepared as follows:- Lithium aluminium hydride (1M solution THF, 1.5 mL) was added slowly to a stirred solution of ethyl thiazole-4-carboxylate (224 mg) in THF (4 mL) cooled to 0C. The reaction mixture was stirred and allowed to wann to room temperature over 1 hour. Ethyl acetate (20 mL) was added to the reaction mixture followed by water (1 mL), 2M NaOH solution (2 mL) then water (3 mL). A precipitate formed which was filtered off through Celite (iT). The filtrate was concentrated to give the title compound (150 mg, 92%); NMR Spectrum : (DMSOd6) 4.12 (s, 2H), 7.47 (s, 1H), 9. 03 (s, 1H)., 14527-43-6

As the paragraph descriping shows that 14527-43-6 is playing an increasingly important role.

Reference：
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2005/61465; (2005); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

19989-67-4, Benzo[d]thiazole-6-carbaldehyde is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of NaH in toluene dry (0.146 g, 6.1 mmol) add a solution of the gamma-butyrolactone (0.253 g, 2.94 mmol, 0.226 mL) and stir it at room temperature overnight. On the further day, add the 1,3-benzothiazole-6-carbaldehyde (0.300 g, 1.83 mmol) dissolved in toluene dry drop by drop in an ice cooled bath. Slowly increase the temperature to reflux until the starting materials are consumed. Cool down, add a solution of H2SO4 10% and stir at room temperature for few minutes. Add 10 mL of water and extract 3 times with ethyl acetate (10 mL). Wash the last time with brine and dry the organic phases on Na2SO4. After evaporating the solvent in vacuo, purify the crude product by chromatography.Yield: 33%. Mp: 176C. 1H NMR (300 MHz, CHLOROFORM-d) delta ppm 3.35 (td, J=7.22, 2.89 Hz, 2 H) 4.53 (t, J=7.26 Hz, 2 H) 7.68 (dd, J=8.75, 1.68 Hz, 1 H) 7.72 (t, J=2.89 Hz, 1 H) 8.12 (d, J=1.49 Hz, 1 H) 8.20 (d, J=8.75 Hz, 1 H) 9.09 (s, 1 H). 13C NMR (75 MHz, CHLOROFORM-d) delta ppm 27.53 (s, 1 C) 65.40 (s, 1 C) 123.71 (s, 1 C) 123.97 (s, 1 C) 124.27 (s, 1 C) 127.77 (s, 1 C) 132.33 (s, 1 C) 134.66 (s, 1 C) 135.91 (s, 1 C) 153.81 (s, 1 C) 155.96 (s, 1 C) 172.22 (s, 1 C). LC-MS (ESI): m/z MH+= 232., 19989-67-4

The synthetic route of 19989-67-4 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Mariano, Marica; Hartmann, Rolf W.; Engel, Matthias; European Journal of Medicinal Chemistry; vol. 112; (2016); p. 209 – 216;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.943-03-3,6-Methoxybenzo[d]thiazole-2-carbonitrile,as a common compound, the synthetic route is as follows.

943-03-3, 2-Cyano-6-hydroxybenzothiazole; Compound 1 was synthesized using a method modified from the literature (Yao H S, Min-kyung; Rao, Jianghong (2007) A bioluminogenic Substrate for In Vivo Imaging of beta-Lactamase Activity. Angew Chem Int Ed 46:7031-7034). Pyridine hydrochloride (1.0 g, 8.65 mmol) and 2-cyano-6-methoxybenzothiazole, Compound 2, (0.5 g, 2.63 mmol) were added to a 5 mL microwave flask with a stirbar. Nitrogen gas (N2) was added to the reaction vessel immediately before it was shut. The flask was heated to 200° C. using a power level of 150 W for 40 minutes in a Biotage microwave synthesizer. The reaction was stirred at 600 rpm. The reaction mixture was cooled and neutralized with sodium bicarbonate. During neutralization, the crude product precipitated from the solution as a yellow solid. The precipitate was filtered, and the filtrate was washed three times with ethyl acetate (EtOAc). Combination of the crude product from the EtOAc washes and the yellow precipitate and purification on a silica column (70:30 hexanes:EtOAc, dry loaded) yielded 408.7 mg (88percent) of the pure product. 1H NMR (300 MHz, CD3OD): delta 7.13 (1H, dd, J=9 Hz), 7.36 (1H, d, J=2.1 Hz), 7.95 (1H, d, J=9 Hz). LRESI-MS: calculated for [C8H4N2OS] 176.0. found 176.1.

The synthetic route of 943-03-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Chang, Christopher J.; Bertozzi, Carolyn R.; van de Bittner, Genevieve C.; Dubikovskaya, Elena A.; US2013/287699; (2013); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.615-20-3,2-Chlorobenzothiazole,as a common compound, the synthetic route is as follows.

General procedure: A mixture of 2-chloro-5-methyl-benzimidazole (10.2 g, 61.2 mmol) and hydrazine monohydrate (59 mL, 1.22 mol) was stirred at 100 C overnight. After being cooled to ambient temperature, to the reaction mixture was added to water (60 mL). After stirring under ice cooling, the resulting precipitates were collected by filtration. The precipitates were washed with water 3 times, and then dried in vacuo to give 2-hydrazino-5-methyl-benzimidazole (8.4 g, 84.6%)., 615-20-3

615-20-3 2-Chlorobenzothiazole 11987, athiazole compound, is more and more widely used in various fields.

Reference：
Article; Nakao, Syuhei; Mabuchi, Miyuki; Shimizu, Tadashi; Itoh, Yoshihiro; Takeuchi, Yuko; Ueda, Masahiro; Mizuno, Hiroaki; Shigi, Naoko; Ohshio, Ikumi; Jinguji, Kentaro; Ueda, Yuko; Yamamoto, Masatatsu; Furukawa, Tatsuhiko; Aoki, Shunji; Tsujikawa, Kazutake; Tanaka, Akito; Bioorganic and Medicinal Chemistry Letters; vol. 24; 4; (2014); p. 1071 – 1074;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

96929-05-4, Ethyl 2-(((tert-butoxycarbonyl)amino)methyl)thiazole-4-carboxylate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

a. Tert-butyl N-[[4-(hydrazinecarbonyl)thiazol-2-yl]methyl]carbamate To a stirred solution of ethyl 2-(((tert-butoxycarbonyl) amino) methyl) thiazole-4-carboxylate (500 mg, 1.74 mmol) in dioxane (10 mL) was added hydrazine hydrate (3 mL) at room temperature and stirred for 3 h. The reaction mixture was diluted with water (30 mL), extracted with EtOAc (2 x 60 mL) and combined organic layer was dried, filtered and evaporated affording a pale yellow solid (520 mg, crude). M/z 273.1 (M+H)+., 96929-05-4

The synthetic route of 96929-05-4 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; Antabio SAS; The designation of the inventor has not yet been filed; (149 pag.)EP3628672; (2020); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.3581-89-3,5-Methylthiazole,as a common compound, the synthetic route is as follows.

To a solution of BuLi (1.6 M in hexanes, 12.6 mL, 20.2 mmol) in 25mL of diethyl ether at -78 0C, was added a solution of 5-methylthiazole (2.0 g, 20.2 mmol) in ether (6 mL), drop-wise and stirred at -78 0C for 1.5 h. A solution of DMF (2.33 mL, 30.3 mmol in ether (5 mL) was added at once and the reaction mixture was allowed to warm to room temperature and stirred overnight. Ice was added to the reaction mixture followed by the slow addition of 4N HCl. The mixture was taken up in a separating funnel, ether added (30 mL) and shaken. The organic layer was discarded. The aqueous layer was brought to pH -7.5 with solid NaHCO3 and extracted with ether twice. The ether layer was dried over Na2SO4 and concentrated, and the resulting crude 5-methylthiazole-2-carbaldehyde (1.6 g) was carried over to the next- step without purification., 3581-89-3

The synthetic route of 3581-89-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; COMENTIS, INC.; PURDUE RESEARCH FOUNDATION; WO2009/42694; (2009); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

3034-53-5, 2-Bromothiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a cooled solution (-78°C) of n-butyllithium (1.7M in pentane, 323mL,550.8 mmol, 1.5 eq) in tetrahydrofuran (150 mL) under nitrogen was added 2- bromothiazole (60 g, 367.2mmol). The resulting suspension was stirred below – 78°C for 45 min. The lithiated thiazole solution was transferred via cannula to a solution of dimethylformamide (25 mL) in tetrahydrofuran (200 mL) at -78°C. The reaction was allowed to warm to room temperature over 3 h and quenched by the addition of water (100 mL). The aqueous phase was extracted with ethyl acetate (3*100 mL). Combined organic extracts were dried over anhydrous magnesium sulfate, filtered and reduced to afford 2-formylthiazole as a crude oil.

3034-53-5, 3034-53-5 2-Bromothiazole 76430, athiazole compound, is more and more widely used in various fields.

Reference：
Patent; BIOENERGENIX; MCCALL, John; KELLY, Robert, C.; ROMERO, Donna, L.; WO2014/66795; (2014); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica