Heterocyclic Building Blocks-Thiazole

1603-91-4, 4-Methylthiazol-2-amine is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 45Synthesis of (4-methyl-thiazol-2-yl)-carbamic acid tert-butyl ester (VIl-I) To a round bottom flask containing 40 mL CH2Cl2 was added I (695 mg, 6.09 mmol), 4-DMAP (52.3 mg, 0.43 mmol), and BoC2O (1.374 g, 6.29 mmol). The reaction mixture was stirred overnight at room temperature. Concentration of the solution in vacuo was followed by purification by column chromatography (silica gel, hexanes:EtOAc, 10: 1), affording the product as white crystals (54%).

1603-91-4, The synthetic route of 1603-91-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; NORTHWESTERN UNIVERSITY; SILVERMAN, Richard, B.; JI, Haitao; LAWTON, Graham, R.; WO2008/42353; (2008); 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.38585-74-9,Thiazol-5-ylmethanol,as a common compound, the synthetic route is as follows.

L. ((5-Thiazolyl)methyl)-(4-nitrophenyl)carbonate. A solution of 3.11 g (27 mmol) of 5-(hydroxymethyl)thiazole and excess N-methyl morpholine in 100 ml of methylene chloride was cooled to 0 C. and treated with 8.2 g (41 mmol) of 4-nitrophenyl chloroformate. After being stirred for 1 h, the reaction mixture was diluted with CHCl3, washed successively with 1N HCl, saturated aqueous NaHCO3, and saturated brine, dried over NaSO4, and concentrated in vacuo. The residue was purified by silica gel chromatography (SiO2, 1-2% MeOH/CHCl3, Rf=0.5 in 4% MeOH/CHCl3) to yield 5.9 g (78%) of the desired compound as a yellow solid. NMR (CDCl3) delta5.53 (s, 2H), 7.39 (dt, J=9, 3 Hz, 2H), 8.01 (s, 1H), 8.29 (dt, J=9, 3 Hz, 2H), 8.90 (s, 1H). Mass spectrum: (M+H)+ =281.

38585-74-9, As the paragraph descriping shows that 38585-74-9 is playing an increasingly important role.

Reference£º
Patent; Abbott Laboratories; US5484801; (1996); A;,
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.2933-29-1,2-Amino-4,5,6,7-tetrahydrobenzothiazole,as a common compound, the synthetic route is as follows.

Step 1: ethyl 2-(2-((3-(trifluoromethyl)benzoyl)imino)-4,5,6,7-tetrahydrobenzo[d]thiazol-3(2H)-yl)acetate To a solution of 4,5,6,7-tetrahydrobenzo[d]thiazol-2-amine (200 mg, 1.297 mmol) in tetrahydrofuran (4.3 mL) were added 3-(trifluoromethyl)benzoyl chloride (324 mg, 1.56 mmol) and potassium carbonate (359 mg, 2.59 mmol). The reaction mixture was stirred at 80 C. for 5 hours and then concentrated under reduced pressure. To the resulting intermediate (0.43 mmol) were added N,N-dimethylformamide (1.5 mL) and ethyl bromoacetate (93 mg, 0.559 mmol). The reaction mixture was stirred at 80 C. for 3 hours and then cooled to room temperature. The reaction mixture was quenched with water and then extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate, filtered, and then evaporated. The residue was purified with silica gel column chromatography (n-hexaneethyl acetate=41) to give 103 mg of the titled compound as a white solid (Yield: 58%). 1H NMR (CDCl3, 400 MHz) delta 12.40 (brs, 1H), 8.54 (s, 1H), 8.43 (d, 1H), 7.71 (d, 1H), 7.54 (dd, 1H), 4.90 (s, 2H), 4.24-4.30 (m, 2H), 2.59 (brs, 2H), 2.50 (brs, 2H), 1.87-1.92 (m, 4H), 1.30 (t, 3H).

2933-29-1, The synthetic route of 2933-29-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; YUHAN CORPORATION; Hur, Youn; Kim, Dong-Hyun; Kim, Eun-Kyung; Park, Jin-Hwi; Joo, Jae-Eun; Kang, Ho-Woong; Oh, Se-Woong; Kim, Dong-Kyun; Ahn, Kyoung-Kyu; US2015/11528; (2015); 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.3364-78-1,2-(Chloromethyl)thiazole,as a common compound, the synthetic route is as follows.

(5- (4-Bromophenoxy) pyridin-2-yl) carbamic acid tert-butyl ester (1.460 g, 4 mmol) was dissolved in 12 mL DMFStir at room temperature, add sodium hydride (0.24g, 10mmol),After the addition was complete, the reaction was continued for 30 minutes.Then, chloromethylthiazole (1.344 g, 8 mmol) in DMF solvent (5 mL) was slowly added dropwise, and the temperature was raised to 50 C for reaction overnight.Then, 15 mL of ice water was added to the reaction, and the mixture was extracted with ethyl acetate.Combined organic phasesThe organic phase was washed with saturated brine,Dried over magnesium sulfate,Concentrated to give an oil.The oil obtained above was dissolved in 15 mL of dichloromethane.Trifluoroacetic acid (0.912g, 8mmol) was slowly added dropwise at room temperature.After the dropwise addition was completed, the mixture was stirred at 40 C and reacted overnight;The reaction was then concentrated and an aqueous potassium carbonate solution was added,Adjust the pH to 8, extract with ethyl acetate, and wash the organic phase with water.Dried, concentrated,Column chromatography [petroleum ether / ethyl acetate (v / v) = 6/4],The target compound was obtained (0.852 g, yield: 54%)., 3364-78-1

As the paragraph descriping shows that 3364-78-1 is playing an increasingly important role.

Reference£º
Patent; Dongguan Dongyangguang Pesticide Research And Development Co., Ltd.; Li Yitao; Lin Jian; Xu Junxing; Xiao Yu; Yao Wenqiang; Liu Xinshuo; (44 pag.)CN110452238; (2019); A;,
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.1477-42-5,4-Methylbenzo[d]thiazol-2-amine,as a common compound, the synthetic route is as follows.,1477-42-5

Step 1: 4-methyl-3H-benzothiazol-2-one 5.00 g (30.5 mmol) 2-amino-4-methylbenzothiazole in 15.0 mL formic acid, 6.10 mL glacial acetic acid and 112 mL conc. hydrochloric acid were cooled to -5 C. with stirring and slowly combined with a solution of 2.10 g (30.5 mmol) sodium nitrite in 5.0 mL water. The reaction mixture was stirred for 20 min at this temperature, then heated to RT and then refluxed overnight. The cooled mixture was then mixed with water and extracted several times with EtOAc. The combined organic phases were washed with saturated sodium chloride solution, dried on sodium sulphate, filtered and the filtrate was evaporated down. Yield: 3.70 g (74% of theoretical) ESI-MS: m/z=164 (M-H)-

The synthetic route of 1477-42-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2011/59954; (2011); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

120740-08-1, 2-Chloro-5-aminomethylthiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 25 5-(Aminomethyl)-2-chlorothiazole (1.49 g, 10.0 mmol) was dissolved in diluted hydrochloric acid (15 ml, 10.0 mmol), and O-methyl-N-nitroisourea (1.31 g, 11.0 mmol) and sodium chloride (1.17 g, 20.0 mmol) were added. pH was 2.1 at this time. This reaction mixture was adjusted to pH 6.2 with aqueous sodium hydroxide solution (0.1 N, 3.8 ml, 0.38 mmol) using pH meter. Water (1.2 ml) was added to increase the whole volume to 20 ml. After 16 hours of stirring at room temperature (pH was 6.8 at this time), the resulting white crystals were collected by filtration under reduced pressure, and washed with water. The washed crystals were dried under reduced pressure (80 C., 2 hours) to provide 1.72 g (68.6% yield) of O-methyl-N-(2-chloro-5-thiazolylmethyl)-N’-nitroisourea., 120740-08-1

As the paragraph descriping shows that 120740-08-1 is playing an increasingly important role.

Reference£º
Patent; Takeda Chemical Industries, Ltd.; US6008363; (1999); A;,
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.13743-09-4,2-Methyl-5-phenylthiazole-4-carboxylic acid,as a common compound, the synthetic route is as follows.,13743-09-4

(S)-7-Methyl-2-(2-methylpyrrolidin-2-yl)-1 H-benzo[d]imidazole hydrochloride (27; 25.2 mg, 0.1 mmol) is dissolved in DCM (0.2 ml) and DIPEA (0.072 ml, 0.42 mmol) is added, followed by the addition of a solution of 2-methyl-5-phenylthiazole-4-carboxylic acid (28; 22 mg, 0.1 mmol), HATU (40 mg, 0.105 mmol) and DIPEA (80 mg, 0.62 mmol) in 0.5 ml DMF. Stirring is continued at RT for 16 h. The reaction mixture is diluted with DCM / MeOH = 1/1 (1 ml) followed by the addition of PL-HCCVresin (213 mg, 0.4 mmol) and stirring is continued for 2 h. The resin is filtered off, the solvent is evaporated under reduced pressure and the product is purified by preparative HPLC to give (S)-(2-methyl-2-(7-methyl-1 H- benzo[d]imidazol-2-yl)pyrrolidin-1 -yl)(2-methyl-5-phenylthiazol-4-yl)methanone (Ex. 5.1 ) as a colorless powder. LC-MS: tR = 1 .19 min; [M+H]+ = 417.31.

The synthetic route of 13743-09-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ACTELION PHARMACEUTICALS LTD; BOSS, Christoph; BROTSCHI, Christine; GUDE, Markus; HEIDMANN, Bibia; SIFFERLEN, Thierry; WILLIAMS, Jodi, T.; WO2013/182972; (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.61296-22-8,2-Amino-5-bromothiazole monohydrobromide,as a common compound, the synthetic route is as follows.

NEt3 (63.4mL, 455MMOL) was added to a stirred suspension of 5- BROMOTHIAZOL-2-YLAMINE hydrobromide (102. 7g, 379MMOL) in CH2C12 (1. 5L). After LH, TFAA (64.2mL, 455MMOL) was added dropwise at 0 C over 15MIN. The mixture was allowed to warm to 20 C over lh, before being stirred for an additional 2h. H20 (600mL) was added and the resulting precipitate was collected. The aqueous layer of the filtrate was separated and extracted with CHC13 (3 x 300mL). The combined organic extracts were washed with brine, dried (NA2S04), filtered and concentrated. The collected precipitate and residual solid were combined and triturated with ETOAC-N-C6HO4 to give N- (5-BROMOTHIAZOL-2-YL)-2, 2,2-trifluoroacetamide : No.H (CDC13) : 7.45 (s, 1H), 13.05 (br, 1H). N-BULI (253mL of a 1.58M solution in hexanes, 403MMOL) was added dropwise over 50MIN to a stirred solution of the above amide (50. 0G, 183mmol) in anhydrous THF (1.3L) AT-78 C. After 1. 5H, a solution of N-FLUOROBENZENESULFONIMIDE (86. 0G, 275mmol) in anhydrous THF (250mL) was added dropwise over 30min. The mixture was stirred for 3h, before being warmed up TO-30 C. H20 (300mL) was added and the mixture was filtered through a Celite pad. The solid collected and Celite were washed with ET20 (400mL) and H20 (400mL). The organic layer of the filtrate was separated and extracted with water (2 x 400mL). The combined aqueous layers were washed with Et2O (400ML), before being acidified to pH 6.5 with 2M HC1 and extracted with EtOAc (2 x 400mL). The combined organic extracts were washed with H20 (2 x 400mL) and brine, before being dried (MgS04), filtered and concentrated. Column chromatography (EtOAc- N-C6H14, 1: 3 to 1: 2) GAVE N- (5-FLUOROTHIAZOL-2-YL)-2, 2, 2-TRIFLUOROACETAMIDE : & (CDC13) : 7.13 (d, 1H). AcCl (12.6mL, 175MMOL) was added dropwise to a stirred solution of this amide (15.7g, 73MMOL) in MEOH (300mL) at 0 C. The mixture was stirred at 20 C for 30min, heated under reflux for lh, and finally concentrated in vacuo. The residual solid was triturated with THF to give the title compound: I5H (D2O) : 7.00 (d, 1H)., 61296-22-8

The synthetic route of 61296-22-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; OSI PHARMACEUTICALS, INC.; WO2004/72066; (2004); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

777-12-8, 6-(Trifluoromethyl)benzo[d]thiazol-2-amine is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred solution of methyl 5-chloro-3-(2-(dimethylamino)ethyl)-2- methoxybenzoate (88mg, 0.324mmol) in methanol (5ml) was added IN potassium hydroxide (91mg, 1.62mmol, 1.62ml) solution. The mixture was heated at 60¡ãC overnight. IN HC1 was added to adjust the PH to 1. The mixture was concentrated in vacuo. The residue was dissolved in dimethylformamide (3ml). N,N,N’,N’-Tetramethyl-0-(lH-benzotriazol-l- yl)uronium hexafluorophosphate (71mg, 0.324mmol) was added followed by N,N- diisopropylethylamine (282ul, 1.62mmol). The resulting mixture was stirred at room temperature for 15mins, then 6-(trifluoromethyl)benzo[d]thiazol-2-amine (71mg, 0.324mmol) was added. The resulting mixture was stirred at 100¡ãC overnight. Saturated ammonium chloride solution was added and extracted with ethyl acetate for two times. The combined ethyl acetate layer was dried over Na2S04 and concentrated under reduced pressure. The residue was purified via silica gel column chromatography to give title compound as a yellow powder (34mg, 23percent). 1H NMR (300 MHz, Chloroform-i ) delta 8.16 (s, 1H), 8.05 (d, J = 2.7 Hz, 1H), 7.91 (d, J = 8.6 Hz, 1H), 7.71 (dd, J = 8.5, 2.0 Hz, 1H), 7.50 (d, J = 2.7 Hz, 1H), 3.97 (s, 3H), 2.99 – 2.93 (m, 2H), 2.75 – 2.66 (m, 2H), 2.43 (s, 6H). MS (ESI) [M+H]+requires m/z 458.08, found m/z 458.15., 777-12-8

The synthetic route of 777-12-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; JIN, Shengkan; AUGERI, David J.; CAO, Bin; TAO, Hanlin; (126 pag.)WO2017/201313; (2017); 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.88982-82-5,4-Bromo-1,3-thiazole-2-carboxylic acid,as a common compound, the synthetic route is as follows.

To a suspension of 4-bromothiazole-2-carboxylic acid (CAS 88982-82-5) (0.1 12 g, 0.538 mmol) in DCM (5.38 mL) and DMF (8.34 mu, 0.108 mmol) was added oxalyl chloride (0.059 mL, 0.67 mmol) and this was stirred at room temperature. After 30 minutes the reaction was concentrated. The solid was dissolved in DCM (5.38 mL), and methyl 2-(2- aminophenyl)acetate hydrochloride (CAS 35613-44-6) (0.089 g, 0.538 mmol) and DIPEA (0.188 mL, 1 .077 mmol) were added and the reaction was stirred at room temperature. After 5 minutes the reaction was partially concentrated and then purified directly by flash chromatography (0-50% EtOAc: Heptanes) to provide the title compound. MS (ESI-) m/z 353.1 , 355.1 (M-H).

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 fields.

Reference£º
Patent; NOVARTIS AG; BELANGER, David B.; FLOHR, Stefanie; GELIN, Christine Fang; JENDZA, Keith; JI, Nan; LIU, Donglei; LORTHIOIS, Edwige Liliane Jeanne; KARKI, Rajeshri Ganesh; MAINOLFI, Nello; POWERS, James J.; RANDL, Stefan Andreas; ROGEL, Olivier; VULPETTI, Anna; YOON, Taeyoung; WO2015/9977; (2015); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica