Day: October 29, 2020

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;,
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.7405-23-4,Benzo[d]thiazol-4-ol,as a common compound, the synthetic route is as follows.

Triphenylphosphine (9.72 g, 37.0 mmol) was added to a solution of benzo[d]thiazol-4- ol (4.00 g, 26.5 mmol) in tetrahydrofuran (80 ml_). The reaction mixture was cooled to 0 ¡ãC, and (c/s)-methyl 3-hydroxycyclobutanecarboxylate (4.13 g, 31 .7 mmol) was added, followed by the dropwise addition of DIAD (7.20 ml_, 37.0 mmol). The reaction mixture was then warmed to room temperature, stirred over the weekend, and concentrated. The remaining material was purified on silica gel eluting with a 15percent-60percent EtOAc-hexanes gradient. The appropriate fractions were combined, evaporated under reduced pressure and placed in vacuo to give the title compound (6.72 g, 90percent) which contained about 1 .1 equivalent of reduced DIAD contaminant. 1H NMR (400 MHz, CD3SOCD3) delta 2.51 -2.67 (m, 2 H), 2.75 (td, J = 7, 4 Hz, 2H), 3.10-3.19 (m, 1 H), 3.67 (s, 3 H), 5.03-5.10 (m, 1 H), 6.68 (d, J = 8 Hz, 1 H), 7.26 (t, J = 8 Hz, 1 H), 7.45 (d, J = 8 Hz, 1 H), 8.84 (s, 1 H); LC-MS (LC-ES) M+H = 264., 7405-23-4

The synthetic route of 7405-23-4 has been constantly updated, and we look forward to future research findings.

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;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

41731-23-1, 2-Bromo-5-methylthiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,41731-23-1

Intermediate 8 (5.2 g, 14.9 mmol), 2-bromo-5-methyl-1,3-thiazole (1.87 mL, 17.9 mmol) and cesium carbonate (12.2 g, 37.3 mmol) were dissolved in 4:1 1,4- dioxane/water (75 mL). The solution was degassed with a stream of nitrogen for 10 mi Tetrakis(triphenylphosphine)palladium(0) (517.7 mg, 0.45 mmol) was addedand the reaction mixture heated at 100 C overnight. The reaction mixture was diluted with water (100 mL) and extracted with DCM (2 x 100 mL). The combined organics were dried (MgSO4), filtered and concentrated under reduced pressure. The crude material was purified by Biotage IsoleraTM chromatography (eluting with 1 – 40 % EtOAc in heptane on a 100 g KP-Si02 column) to give the title compound3.06 g (64 % yield) as a yellow solid.1H NMR (250 MHz, Chloroform-d): 6 [ppm] 8.11 (t, J = 1.4 Hz, 1H), 7.67 – 7.63 (m, 1H), 7.55 (dd, J = 2.5, 1.4 Hz, 1H), 7.52 (d, J = 1.2 Hz, 1H), 5.07 (td, J = 4.1, 2.2 Hz, 1H), 4.11 – 3.86 (m, 7H), 2.53 (d, J = 1.1 Hz, 3H), 2.35 -2.09 (m, 2H).LCMS (Analytical Method A) Rt = 1.34 mm, MS (ESIpos): m/z = 320 (M+H).

The synthetic route of 41731-23-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; EVOTEC AG; DAVENPORT, Adam James; BRAEUER, Nico; FISCHER, Oliver Martin; ROTGERI, Andrea; ROTTMANN, Antje; NEAGOE, Ioana; NAGEL, Jens; GODINHO-COELHO, Anne-Marie; (703 pag.)WO2016/91776; (2016); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

106092-09-5, (S)-(-)-2,6-Diamino-4,5,6,7-tetrahydrobenzothiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Starting compound (S)-4,5,6,7-tetrahydrobenzo[d]thiazole-2,6-diamine(29)(4.00g;23.6mmol)was dissolved in tetrahydrofuran(THF) (30mL)and cooled in an icebath to 0C.Then di-tert-butyldicarbonate (5.42 g, 24.8 mmol) dissolved in THF (15 mL) was added dropwise. The reaction mixture was stirred for 60 h at room temperature. The solvent was removed under reduced pressure. Yield: 99.8% (6.35g),palebrownamorphoussolid.[alpha]D25 -56.8(c0.42,MeOH). 1HNMR(400MHz,DMSO-d6)delta1.39(s,9H,3¡ÁCH3),1.52-1.68(m, 1H, 5-CH2), 1.80-1.90 (m, 1H, 5-CH2), 2.30-2.48 (m, 3H, 4-CH2, 7CH2),2.69(dd,J7,7? =14.9Hz,J7,6 =5.3Hz,1H,7-CH2),3.57-3.70 (m,1H,6-CH),6.65(s,2H,NH2),6.95(d,J=7.7Hz,1H,CONH)ppm. 13C NMR (100 MHz, DMSO-d6) delta 24.9, 28.2, 28.9, 46.8, 77.6, 112.4, 144.1, 154.9, 166.1 ppm. MS (ESI + ): m/z = 292.4 ([M + Na]+), 214.2(100%).

106092-09-5, 106092-09-5 (S)-(-)-2,6-Diamino-4,5,6,7-tetrahydrobenzothiazole 11521153, athiazole compound, is more and more widely used in various fields.

Reference£º
Article; Gjorgjieva, Marina; Kikelj, Danijel; Liekens, Sandra; Lillsunde, Katja-Emilia; Naesens, Lieve; Lamut, Andra?; Tammela, Paeivi; Toma?i?, Tihomir; Bioorganic Chemistry; vol. 98; (2020);,
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.41731-23-1,2-Bromo-5-methylthiazole,as a common compound, the synthetic route is as follows.

A mixture of3-brorno-5-chioro-4-fiuorophenol (500 mg, 2.218 mrnol), 2-brorno- 5-methyithiazole (434 mg,2.440 mmol) and Cs2CO3 (1.08 g, 3.33 mmoi) in NMP (6 rnL) was stirred under microwave irradiation at 150C for 30 mm. The mixture was extracted with EtOAc (20 mnLx3), and the organic layer was washed with water (15 mE). The organic layer was dried (Na2SO4) andconcentrated in vacuo. The residue was purified by reverse phase HPLC on a GILSON 281 instrument fitted with a Phenomenex Synergi C18 (250*21.2 mm*4 lim) column using water (0.2% TFA) and ACN as eluenis (Mobile phase A: water (0. 2% TFA). Mobile phase B: ACN, Detector wavelength: 220 nm) followed by concentration in vacuo to obtain the title compound.?H NMR (400 MHz, CDC13) 5 7.43 (dd. J=489, 2.93 Hz, 1 H) 7.34 (dd, J=5.48, 2.74 Hz, I H)6.91 (s, 1 H) 2.38 (s, 3 Fl).

41731-23-1, 41731-23-1 2-Bromo-5-methylthiazole 21906106, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; ADAMS, Gregory, L.; COX, Jason, M.; DEBENHAM, John, S.; EDMONDSON, Scott; GILBERT, Eric, J.; GUO, Yan; JIANG, Yu; JOSIEN, Hubert; KIM, Hyunjin, M.; LAN, Ping; MIAO, Shouwu; PLUMMER, Christopher, W.; RAJAGOPALAN, Murali; SHAH, Unmesh; SUN, Zhongxiang; TRUONG, Quang, T.; UJJAINWALLA, Feroze; VELAZQUEZ, Francisco; VENKATRAMAN, Srikanth; SUZUKI, Takao; WANG, Nengxue; (182 pag.)WO2017/205193; (2017); A1;,
Thiazole | C3H3NS – PubChem
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

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;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

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;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

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;,
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.72605-86-8,Methyl 2-chlorothiazole-5-carboxylate,as a common compound, the synthetic route is as follows.

2-o-tolyl-chroman-6-ol (2.5 g, 10.4 mmol)2-chloro-thiazole-5-carboxylate(1.9 g, 10.6 mmol, 1.02 equiv.) And potassium carbonate (1.9 g, 1.3 equiv.) In dimethylformamide (30 ml) at 50 C for 10 h.The suspension was cooled to room temperature and diluted with water. The aqueous layer was extracted with ethyl acetate and the combined organic layers were washed with water, dried over sodium sulfate, filtered, and the solvent was removed under reduced pressure. The crude product was purified by column chromatography (silica gel; ethyl acetate / heptane gradient). The product was obtained as a pale yellow solid (3.87 g, 98%)., 72605-86-8

72605-86-8 Methyl 2-chlorothiazole-5-carboxylate 12897294, athiazole compound, is more and more widely used in various fields.

Reference£º
Patent; Sanofi; W ¡¤qiehedisiji; J ¡¤weisidun; N ¡¤lakeerman; M ¡¤bodexiwa; P ¡¤aente; K ¡¤wosi; H ¡¤gegelaiyin; O ¡¤licele; V ¡¤kelafute; P ¡¤beierfuge; G ¡¤makete; (91 pag.)CN102993195; (2017); B;,
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.

General procedure: To a mixture of imidazole (0.1 mol), (furan-2-ylmethylidene)hydrazine (0.1 mol), and 4-subsituted benzaldehyde (0.1 mol) in 30 cm3 of EtOH was added Cu(Phen)Cl2(10 mol %) at room temperature. The reaction mixture was refluxed for 5 h. The reaction was checked by TLC, and then the solvent was removed under reduced pressure. The final product was purified by flash column chromatography on silica gel using n-hexane/EtOAc., 1003-32-3

The synthetic route of 1003-32-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Alaklab, Abdullah; Surendra Kumar, Radhakrishnan; Ahamed, Anis; Arif, Ibrahim A.; Manilal, Aseer; Idhayadhulla, Akbar; Monatshefte fur Chemie; vol. 148; 2; (2017); p. 275 – 290;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica