Heterocyclic Building Blocks-Thiazole

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1759-28-0,4-Methyl-5-vinylthiazole,as a common compound, the synthetic route is as follows.

At room temperature, (Rs) imine 2 (0.3 mmol) and the additive (0.315 mmol) was dissolved in 3 mL THF with vigorous stirring for about half an hour. The resulted clear solution was added to the priorly prepared benzothiazol-2-yl metallic reagent (0.45 mmol in 3 mL THF) at -78 C. The reaction was accomplished rapidly within 10 min (monitored by TLC). Then the reaction was quenched with aqueous saturated NH4Cl, extracted with DCM (10 mL ¡Á 3), washed by brine (10 mL), dried over Na2SO4, and concentrated under vacuum. The crude product was purified by silica gel column chromatography (petroleum ether/ethyl acetate 3:1-1:1). The diastereoselectivity was determined by 1H NMR analysis of the crude product., 1759-28-0

The synthetic route of 1759-28-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Zhang, Jinlong; Yang, Yuhong; Wang, Mei; Lin, Li; Wang, Rui; Tetrahedron Letters; vol. 53; 51; (2012); p. 6893 – 6896;,
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14527-41-4, 5-Thiazolecarboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example IX.1 (general route) (R)-Benzyl 3-(4-((S)-1 -(thiazole-5-carboxamido)ethyl)phenoxy)pyrrolidine-1 – carboxylate _ – 86 – 3.80 g (10.1 mmol) of example VIII in 20 ml_ DMF are charged with 5.15 ml_ (29.9 mmol) DIPEA, 3.80 g (11.5 mmol) TBTU and finally after 10 min with 1.29 g (9.99 mmol) thiazole-5-carboxylic acid. The reaction mixture is stirred at r.t. over night. The next day water is added and the mixture is extracted with EtOAc (3x). The organic layers are combined, dried over MgS04, filtered and the solvent is removed in vacuo. The crude product is purified by flash chromatography (silica gel, EtOAc). Then the product is added to EtOAc and washed with a saturated aq. NaHCO3 solution (3x), dried over MgSO4, filtered and the solvent is removed in vacuo. C24H25N3O4S (M= 451.5 g/mol) ESI-MS: 452 [M+Hf Rt (HPLC):0.92 min (method D), 14527-41-4

14527-41-4 5-Thiazolecarboxylic acid 84494, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; FLECK, Martin; HEIMANN, Annekatrin; HEINE, Niklas; NOSSE, Bernd; ROTH, Gerald Juergen; WO2014/170197; (2014); A1;,
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Thiazole | chemical compound | Britannica

541-58-2, 2,4-Dimethylthiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

541-58-2, The 2,4-dimethylthiazol-5-ylsulphonyl chloride used as a starting material is commercially available and is also described in J. Het. Chem., 1981, 18., 997. The material may also be prepared as follows :- o Chlorosulphonic acid (20 ml) was cooled to 15C in an ice/methanol bath.2,4-Dimethylthiazole (11.32 g) was added dropwise over 45 minutes, with the evolution of hydrogen chloride gas during the addition. The mixture so obtained was heated to 140-1500C for 16 hours. The resultant mixture was cooled to 110-120C and finely powdered phosphorus pentachloride (41.6 g) was added in small portions, with the evolution of further hydrogen 5 chloride gas during the addition. The mixture so obtained was heated to 12O0C for 1 hour. The mixture was cooled to ambient temperature and poured slowly into a vigorously stirred mixture of ice (200 g) and water (200 ml). The mixture so obtained was stirred for 30 minutes. The mixture was extracted with methylene chloride. The organic extract was dried over magnesium sulphate and purified by chromatography on silica using increasingly polar Q mixtures of isohexane and diethyl ether as eluent. There was thus obtained2,4-dimethylthiazol-5-ylsulphonyl chloride as a yellow oil (18.4 g); 1H NMR Spectrum: (CDCl3) 2.76 (3H, s), 2.77 (3H, s).

As the paragraph descriping shows that 541-58-2 is playing an increasingly important role.

Reference£º
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2007/129052; (2007); A1;,
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2289-75-0, 4,5-Dimethylthiazol-2-amine is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example No. 149Preparation of (4 , 5 -Dimethyl-thiazol-2-yl) – (8-methoxy-2H- pyrazolo [3 , 4-c] quinolin-4 -yl) -amine4 , 5-dimethylthiazol-2 -amine (0.4 mmol 2 eq. , ) was dissolved in THF (dry, 3mL) in a microwave vial (2-5mL) LiHMDS 2M in THF(0.6 mmol 4eq.) was added. The mixture was stirred for 20 min at r.t. and then added to a solution of 4-chloro-8-methoxy-2-(4 -methoxybenzyl) -2H-pyrazolo [3 , 4-c] quinoline (0.16 mmol, leq.) in pyridine (2mL) . The reaction mixture was irradiated in a microwave reactor for 20 min at 200 C. The reaction mixture was evaporated and used without further purification. The residue was dissolved in TFA (3mL) . The reaction mixture was irradiated in a microwave reactor for 5 min at 140C. The reaction mixture was concentrated and purified by semi- preparative HPLC-MS and freeze dried from water/t-BuOH 4/1. exact mass: 325.1205 g/molHPLC-MS: analytical method Brt: 2.397 min – found mass: 326.1 (m/z+H), 2289-75-0

The synthetic route of 2289-75-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ORIGENIS GMBH; ALMSTETTER, Michael; THORMANN, Michael; TREML, Andreas; KOESTLER, Roland; YEHIA, Nasser; WO2012/143143; (2012); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1747-60-0,2-Amino-6-methoxybenzothiazole,as a common compound, the synthetic route is as follows.

To a black solution of Copper (II) bromide (149 mg, 0.666 mmol) in Acetonitrile(1 mL) was added t-Butyl nitrite (0.095 mL, 0.72 1 mmol) at room temperature followedby 6-methoxybenzo[d]thiazol-2-amine (100mg, 0.555 mmol). Immediate bubbling and amild exotherm was observed upon benzothiazole addition. After 3 hours, the reactionmixture was diluted with EtOAc and washed with 1.0 M HC1, saturated NaHCO3, andthen Brine. The organic phase was dried over Mg504, filtered and concentrated to areddish-brown solid. The crude material was purified by ISCO flash chromatography (0-15% EtOAc/Hex over 20 mm, 12 g silica gel cartridge, Product at 5%). The desiredfractions were combined and concentrated to yield Intermediate 253A (84 mg, 0.344mmol, 62.0 % yield) as an off-white solid. LC-MS. Method H, RT = 1.12 mm, MS (ESI)m/z: 244.0, 246.0 (M+H). ?H NMR (400MHz, CHLOROFORM-d) 7.89 (d, J9.0 Hz,1H), 7.28 (1H under CDC13), 7.09 (dd, J9.0, 2.6 Hz, 1H), 3.90 (s, 3H)

1747-60-0, The synthetic route of 1747-60-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; ZHANG, Xiaojun; PRIESTLEY, Eldon Scott; BATES, J. Alex; HALPERN, Oz Scott; REZNIK, Samuel Kaye; RICHTER, Jeremy M.; (1137 pag.)WO2018/13774; (2018); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

6436-59-5, Ethyl 2-methylthiazole-4-carboxylate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6436-59-5, To a solution of 2-methyl-4-thiazolecarboxylic acid ethyl ester (3 g, 17.52 mmol) in MeCN (30 ml_), 1 -bromopyrrolidine-2,5-dione (6.24 g, 35.04 mmol) was added. Reaction was heated to reflux and stirred at the same temperature for 20 hrs. Then it was cooled down to RT and then cooled to 0 C. ss NaHCC>3 (aq) was added and mixture was stirred for 15 min at the same temperature. MeCN was removed under reduced pressure and DCM was added. Aqueous layer was extracted several times with DCM. Combined organic layers were dried and concentrated under reduced pressure. Crude was purified by FC on silica gel (eluent: Cy/EtOAc from 100:0 to 70:30) to afford ethyl 5-bromo-2-methyl-1 ,3- thiazole-4-carboxylate (p17, 2.95 g, y= 67%) as a pale orange solid. MS (mlz): 249.8 [M]+.

6436-59-5 Ethyl 2-methylthiazole-4-carboxylate 293353, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; CHRONOS THERAPEUTICS LIMITED; MICHELI, Fabrizio; CREMONESI, Susanna; SEMERARO, Teresa; TARSI, Luca; GIBSON, Karl Richard; (116 pag.)WO2019/81939; (2019); A1;,
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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

777-12-8, 8.25 ml tert-butyl nitrite were added to a solution of 7.40 g copper (II) chloride in 120 ml acetonitrile. The reaction mixture was stirred ten minutes at room temperature. Then a solution of 10.0 g 2-Amino-6-(trifluoromethyl)benzonitrile were added. Then 100 ml 1 N HCI were added to the cooled reaction mixture. The reaction mixture was extracted five times with portions of 50 ml ethyl acetate. The combined organic layers were washed with water and the dried over MgSO4. The solvent was removed in vacuo to obtain 9.79 g crude 2-Chloro-6-trifluoromethyl-benzothiazole as a red oil which solidifies upon standing. This material was used without further purification. C8H3CIF3NS (237.63), MS(GC): 237.0 (M+H+), Rf(n-heptane :ethyl acetate = 1 :1) = 0.72 .

As the paragraph descriping shows that 777-12-8 is playing an increasingly important role.

Reference£º
Patent; SANOFI-AVENTIS DEUTSCHLAND GMBH; WO2007/39176; (2007); A1;,
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Thiazole | chemical compound | Britannica

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.344-72-9,Ethyl 2-amino-4-(trifluoromethyl)thiazole-5-carboxylate,as a common compound, the synthetic route is as follows.

8.6 g of Boc-Citrulline was dissolved in 250 mL of DMF. The solution was added 7.2 mL of DIEA and 6.7 g of CDI. After stirred at r.t. for 30 min, the solution was added 5 g of ethyl-2-amino-4-(trifluoromethyl)-5-thiazolecarboxylate (Matrix Scientific, Columbia S.C. USA). The reaction was quenched after additional 2 hours at r.t. by the addition of 25 mL of water. The mixture was diluted with 250 mL of EtOAc. The organic layer was washed with IN HC1, brine and worked up as described in General Procedure. Pure title compmmd 1A was obtained by purification on a fresh silica gel column eluted with 5% MeOH in DCM (5.6 g, yield 54%) (US 2010/0273843; incorporated by reference).

344-72-9, 344-72-9 Ethyl 2-amino-4-(trifluoromethyl)thiazole-5-carboxylate 67656, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; SPEROVIE BIOSCIENCES, INC.; IYER, Radhakrishnan, P.; MEHER, Geeta; SHERI, Anjaneyulu; ZHOU, Shenghua; CHALLA, Sreerupa; GIMI, Rayomand, H.; PADMANABHAN, Seetharamaiyer; CLEARY, Dillon; (194 pag.)WO2019/51488; (2019); A1;,
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Thiazole | chemical compound | Britannica

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

To a cooed (0 C) soufion of 6-bromobenzo[d]thazo-2(3H)-one (lOg, 4.4 mmo) fl THF (8.9mL) was added 60 wt% sodium hydride fl mnera oH (209 mg, 5.2 mmofl portonwse. After 20 minutes, 2-(trmethys y)ethoxymethy chorde (0.77 mL, 4.4 mmo) was added dropwse. The resuWng yeflow souUon was aflowed to warm to rt and sUrred for a tota of 2h. Brne was added and the nixture was extracted wfth EtOAc (x3). The combned organic extracts were dried (Na2504), fHtered and concentrated in vacuo. Purflcafion(FCC, SO2; 0-30% EtOAc/hexanes) afforded the desired product as a whte sohd (1.2 g,77% yed). 1H NMR (400 MHz. CDC3) S 8.10-.- 7.99 (m, I H), 7.64 (ddd, J = 7.7, 2.9, 1.5Hz, 1 H), 7.38 (dd, J = 83, 2.8 Hz, 1 H), 5.42 (d, J = 2.7 Hz, 2H), 363 (t, J = 7.8 Hz, 2H),0.92 (t, J = 7.8 Hz, 2H), 0.00 (5, 9H).

As the paragraph descriping shows that 62266-82-4 is playing an increasingly important role.

Reference£º
Patent; JANSSEN PHARMACEUTICA NV; RAVULA, Suchitra; SWANSON, Devin M.; SAVALL, Bradley M.; AMERIKS, Michael K.; (250 pag.)WO2016/176449; (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.1003-32-3,Thiazole-5-carboxyaldehyde,as a common compound, the synthetic route is as follows.

4-[(3-Carbamoylphenyl)(piperidin-4-yliden e)methyl]-N, N-dimethylbenzamide (40 mg, 11 mmcl) and1,3-thiazole-5-carbaldehyde (13.7 mg, 0.12 mmcl) were dissolved in dichloroethane (1.5 mL). Acetic acid (6.3 pL, 0.11 mmol) was added and the reaction was stirred for 10 minutes at room temperature before NaBH(OAc)3 (37.3 mg, 0.18 mmol) was added. The reaction mixture was stirred at room temperature for 2 days. Methylene chloride (1 mL) was added and the mixture waswashed with water (1 mL). The water phase was extracted with methylene chloride (1 mL x 3). The combined organic phases were dried with Na2SO4, filtered and evaporated. The crude product was purified by preparative HPLC (25 to 65% CH3CN in 50 mM NH4HCO3(aq)) to give the title compound (8.2 mg, 16% yield) as a white solid. MS ESI m/z 461 [M+H]., 1003-32-3

As the paragraph descriping shows that 1003-32-3 is playing an increasingly important role.

Reference£º
Patent; PHARMNOVO AB; VON MENTZER, Bengt; STARKE, Ingemar; BRANDT, Peter; (20 pag.)WO2016/99393; (2016); A1;,
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Thiazole | chemical compound | Britannica