Category: 3622-35-3

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.3622-35-3,Benzo[d]thiazole-6-carboxylic acid,as a common compound, the synthetic route is as follows.

(Intermediate Example 114) Methyl 2-amino-3-[(benzothiazole-6-carbonyl)amino]propionate Benzothiazole-6-carboxylic acid (358 mg), N-(3-dimethylaminopropyl)-N’-ethylcarbodiimide hydrochloride (382 mg) and hydroxybenzotriazole (306 mg) were dissolved in N,N-dimethylformamide (10 ml) and stirred for 30 minutes with ice cooling. A solution of methyl 3-amino-2-t-butoxycarbonylaminopropionate (560 mg) in N, N-dimethylformamide (8 ml) was added thereto, and the mixture was stirred for 17 hours at a temperature ranging from ice cooling to room temperature. The reaction mixture was concentrated under reduced pressure, and the organic phase was extracted by adding water and ethyl acetate. The organic phase was washed with 10% citric acid solution, 4% sodium bicarbonate solution and water, and dried over sodium sulfate anhydrous. The reaction product was concentrated under reduced pressure to give methyl 3-[(benzothiazole-6-carbonyl)amino]-2-t-butoxycarbonylamino propionate (750 mg, Y.: 98.8%).

3622-35-3, The synthetic route of 3622-35-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; SANWA KAGAKU KENKYUSHO CO., LTD.; EP1595866; (2005); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

3622-35-3, Benzo[d]thiazole-6-carboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 36 Benzothiazol-6-yl- { (S)-3- [3- (4-fluoro-phenyl)-1, 2, 4-oxadiazol-5-yl]-piperidin-1-yl}- methanone; A mixture of S-3- [3- (4-fluoro-phenyl)- [1, 2, 4] oxadiazol-5-yl]-piperidine hydrochloride (100 mg, 0.35 mmol, already prepared before in the Example 12), benzothiazole-6-carboxylic acid (70 mg, 0.38 mmol), HOAT (72 mg, 0. 52 mmol), PS- DCC (ex Argonaut Technologies, 0.59 g, 0.70 mmol, loading = 1. 2 mmol/g) and DIEA (90 mL, 0.52 mmol) in dry dichloromethane (6 mL) was kept overnight under orbital shaking (IKA Vibrax VXR). The resin was filtered off and washed repeatedly with dichloromethane; the filtrate was washed with HCl 1N (10 mL x 2 times) and with K2CO3 5% (aq. ) (10 mL x 2 times), then was dried over sodium sulphate and evaporated under reduced pressure. The crude was purified by flash chromatography (silica gel, eluent: DCM/MeOH 95/5) to give 50 mg ofbenzothiazol-6-yl- { (S)-3- [3- (4-fluoro-phenyl)-1, 2, 4-oxadiazol-5-yl]-piperidin-1-yl}-methanone. Yield: 35 % (white powder); mp=63-64C ; [a] D20 = +105 (c=1.0, CHCl3) ; LCMS (Tr): 5.39 min (Method A); MS (ES+) gave m/z : 409.1. ‘H-NMR (CDC13, 300 MHz), 8 (ppm): 9. 08 (s, 1H); 8.17 (d, 1H); 8. 07 (d, 1H); 8. 05 (m, 2H); 7.57 (dd, 1H); 7.16 (dd, 2H); 5.00-3. 71 (m br, 2H); 3.58 (m, 1H); 3.31 (m, 2H); 2.35 (m, 1H) ; 2.10-1. 87 (m, 2H); 1.72 (m, 1H)., 3622-35-3

As the paragraph descriping shows that 3622-35-3 is playing an increasingly important role.

Reference：
Patent; ADDEX PHARMACEUTICALS SA; WO2005/44797; (2005); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

3622-35-3, Benzo[d]thiazole-6-carboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Reference Production Example 10 To a mixture of 11 g of benzothiazole-6-carboxylic acid, 15 g of 3-hydroxybenzylamine hydrobromide, 20 ml of pyridine and 150 ml of DMF was added 14 g of WSC at 0C, and the mixture was stirred at room temperature for 1 hour. To the reaction mixture was added water, and the solvent was distilled off under reduced pressure. To the residue was added water, and the generated solid was collected by filtration. The solid was washed with water and hexane, and dried under reduced pressure. Sixteen g ofN- (3-hydroxyphenyl) methyl-benzothiazole-6-carboxamide was obtained.N- ( 3-hydroxyphenyl )methyl-benzothiazole-6-carboxamid 1H-NMR (DMSO-d6) delta: 4.45 (2H, d, J = 5.9 Hz), 6.64 (IH, dd, J = 7.2, 1.6 Hz), 6.76-6.77 (2H, m) , 7.12 (IH, t, J = 8.0 Hz), 8.06 (IH, dd, J = 8.5, 1.7 Hz) , 8.17 (IH, d, J = 8.5 Hz) , 8.71 (IH, d, J = 1.7 Hz), 9.15 (IH, t, J = 5.9 Hz), 9.33 (IH, s) , 9.54 (IH, s) ., 3622-35-3

The synthetic route of 3622-35-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; WO2009/157528; (2009); 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.3622-35-3,Benzo[d]thiazole-6-carboxylic acid,as a common compound, the synthetic route is as follows.

General procedure: tert-butyl (2S,3R)-3-hydroxy-4-(isobutylamino)-1-phenylbutan-2-ylcarbamate (6) (31.0 g) in dichloromethane was added to a solution of benzothiazole-6-carboxylic acid (1.05 eq), triethylamine (1.5 eq) and HATU (2-(7-aza-1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate, 1.05 eq) in dichloromethane (500 mL). The reaction mixture was stirred at room temperature overnight. Water was added and the phases were separated. The organic phase was three times washed with a saturated aqueous Na2CO3 solution, brine, dried with MgSO4 and concentrated under reduced pressure. The residue was purified by column chromatography (eluent: dichloromethane dichloromethane / methanol 95:5) to afford compound 8 quantitative.

3622-35-3, The synthetic route of 3622-35-3 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Jonckers, Tim H.M.; Rouan, Marie-Claude; Hache, Geerwin; Schepens, Wim; Hallenberger, Sabine; Baumeister, Judith; Sasaki, Jennifer C.; Bioorganic and Medicinal Chemistry Letters; vol. 22; 15; (2012); p. 4998 – 5002;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

3622-35-3, Benzo[d]thiazole-6-carboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 114 – preparation of N-(5-(2,3-dihydrobenzo[b][1,4]dioxine-6-carboxamido)-2-methylphenyl)benzo[d]thiazole-6-carboxamide[00151] HATU (695 mg, 1 .83 mmol) was added to Compound 2 (400 mg, 1 .41 mmol), benzo[d]thiazole-6-carboxylic acid (290 mg, 1 .62 mmol) and DIPEA (0.737 mL, 4.22 mmol) in DMA (15 mL) and the resultant mixture stirred at ambient temperature for 16 hours under an inert atmosphere. The reaction mixture was diluted with EtOAc (300 mL), and washed with water (2 x 200 mL). The organic layer was dried over Na2S04, filtered and evaporated to afford crude product. The crude product was purified by flash silica chromatography, elution gradient 20 to 100% EtOAc in isohexane. The pure fractions were evaporated to a yellow solid which was triturated with DCM and filtered to afford the desired material as a white solid (287 mg, 46 %). 1H NMR (400 MHz, DMSO) delta 10.05 (s, 2H), 9.57 (s, 1 H), 8.82 (d, J= 1 .5 Hz, 1 H), 8.23 (d, J= 8.5 Hz, 1 H), 8.15 (dd, J = 1 .74, 8.6 Hz, 1 H), 7.87 (d, J = 2.1 Hz, 1 H), 7.58 – 7.65 (m, 1 H), 7.47 – 7.57 (m, 2H), 7.24 (d, J= 8.42 Hz, 1 H), 6.98 (d, J= 8.37 Hz, 1 H), 4.32 (m, 4H), 2.24 (s, 3H). m/z (ES+), (M+H)+ = 446.

3622-35-3, The synthetic route of 3622-35-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; JONES, Keith; RYE, Carl; CHESSUM, Nicola; CHEESEMAN, Matthew; PASQUA, Adele Elisa; PIKE, Kurt Gordon; FAULDER, Paul Frank; WO2015/49535; (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.3622-35-3,Benzo[d]thiazole-6-carboxylic acid,as a common compound, the synthetic route is as follows.

2-[(1-Benzothiazol-6-yl-methanoyl)-amino]-3-phenyl-propionic acid Benzothiazole-6-carboxylic acid (2h, 258 mg) is dissolved in dichloromethane (10 ml), and treated with 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (345 mg). The reaction is stirred for 10 minutes. 1-Hydroxybenzotriazole (244 mg) is added and the mixture is stirred for a further 10 minutes. L-Phenylalanine t-butyl ester hydrochloride (200 mg) is added and the reaction maintained at room temperature for 72 hours. The mixture is concentrated, the residue taken up in ethyl acetate and washed with water, sodium bicarbonate, and brine. The organic phase is dried (MgSO4), concentrated, and then purified by chromatography on silica (10% diethyl ether/DCM). This afforded the ester intermediate as a solid (60 mg).

3622-35-3, 3622-35-3 Benzo[d]thiazole-6-carboxylic acid 601670, athiazole compound, is more and more widely used in various fields.

Reference：
Patent; The Procter & Gamble Company; US2004/6104; (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.3622-35-3,Benzo[d]thiazole-6-carboxylic acid,as a common compound, the synthetic route is as follows.,3622-35-3

Tert-butyl (2S,3R)-3-hydroxy-4-(isobutylamino)-1-phenylbutan-2-ylcarbamate (6.2) (31.0 g) in dichloromethane was added to a solution of benzothiazole-6-carboxylic acid (1.05 eq), triethylamine (1.5 eq) and HATU (2-(7-aza-1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate, 1.05 eq) in dichloromethane (500 mL). The reaction mixture was stirred at room temperature overnight. Water was added and the phases were separated. The organic phase was three times washed with a saturated aqueous Na2CO3 solution, brine, dried with MgSO4 and concentrated under reduced pressure. The residue was purified by column chromatography (eluent: dichloromethane dichloromethane/methanol 95:5) to afford compound 6.3 quantitative.

3622-35-3 Benzo[d]thiazole-6-carboxylic acid 601670, athiazole compound, is more and more widely used in various fields.

Reference：
Patent; TIBOTEC BVBA; US2010/305073; (2010); 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.3622-35-3,Benzo[d]thiazole-6-carboxylic acid,as a common compound, the synthetic route is as follows.

Benzothiazole-6-carboxylic acid (142 mg, 0.792 mmol) was stirred in DCM (15 mL), DIPEA (0.82 mL, 4.8 mmol) and HBTU (300 mg, 0.792 mmol) were added. Stirring was continued for 0.5 h at RT. Intermediate 25 (250 mg, 0.792 mmol) was added to the solution and stirring was continued for 2 h at RT. NaOH solution (IN, 1 mL) was added and stirred for 5 min. The product filtered on an extrelute filter and the filtrate was evaporated. The product was purified on silica gel, eluent: DCM -> 4% MeOH in DCM. The pure fractions were evaporated to give a mixture of compounds 25a and 25b (340 mg). This was purified via Prep SFC (Stationary phase: Chiralcel Diacel OD 20 x 250 mm, Mobile phase: C02, EtOH + 0.4 iPrNH2) to give both products which were crystallized from Et20 and afforded Co. No. 25a (121 mg, 35%) and Co. No. 25b (128 mg, 37%).

3622-35-3, The synthetic route of 3622-35-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; JANSSEN PHARMACEUTICA NV; VAN ROOSBROECK, Yves, Emiel, Maria; VAN DEN KEYBUS, Frans, Alfons, Maria; TRESADERN, Gary, John; BUIJNSTERS, Peter, Jacobus, Johannes, Antonius; VELTER, Adriana, Ingrid; JACOBY, Edgar; MACDONALD, Gregor, James; GIJSEN, Henricus, Jacobus, Maria; AHNAOU, Abdellah; DRINKENBURG, Wilhelmus, Helena, Ignatius, Maria; (216 pag.)WO2018/83098; (2018); 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.3622-35-3,Benzo[d]thiazole-6-carboxylic acid,as a common compound, the synthetic route is as follows.

To a solution of the amine (220 mg, 0.927 mmol), 1,3-benzothiazole-6-carboxylic acid (184 mg, 1.03 mmol), EDCI hydrochloride (195 mg, 1.02 mmol), HOBT (140 mg, 1.04 mmol) in 6.0 mL of DMF was added N-methylmorpholine (0.3 mL, 2.73 mmol) and stirred at ambient temperature for 24 h. The reaction mixture was partitioned between 30 mL of water and 30 mL of ethyl acetate. The organic layer was washed with two 30 mL portions of 1N HCl solution, 30 mL of water, dried over sodium sulfate, filtered, concentrated and purified by column chromatography (methanol/methylene chloride, 3:97) to give 297 mg of the product as a white solid. Yield: 80%, MS: 399 (M+H+), mp=199.6-201.2 C., 3622-35-3

3622-35-3 Benzo[d]thiazole-6-carboxylic acid 601670, athiazole compound, is more and more widely used in various fields.

Reference：
Patent; Bamberg, Joe Timothy; Gabriel, Tobias; Krauss, Nancy Elisabeth; Mirzadegan, Taraneh; Palmer, Wylie Solang; Smith, David Bernard; US2004/77646; (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.3622-35-3,Benzo[d]thiazole-6-carboxylic acid,as a common compound, the synthetic route is as follows.

Step 1 Benzo[d]thiazole-6-carboxylic acid (0.181 g, 1.012 mmol) was dissolved in 10 mL of dichloromethane in a round bottomed flask containing a stir bar. N,N-Dimethylformamide (7.40 mg, 0.101 mmol) was added to this stirring mixture, and then the mixture was cooled to 0 C. A solution of oxalyl chloride (0.193 g, 0.132 mL, 1.518 mmol) in 3 mL of dichloromethane was added dropwise. The reaction was allowed to slowly warm to room temperature and then to further mix for one hour. The reaction was concentrated in vacuo to remove solvent and excess oxalyl chloride, while not heating over 30 C. This crude mixture was then redissolved in 2 mL of dichloromethane and added dropwise to a solution of pyridin-4-amine (0.095 g, 1.012 mmol), triethylamine (0.358 g, 0.494 mL, 3.54 mmol) in dichloromethane (2 mL) that had been previously placed in Mettler-Toledo Bohdan Miniblock reaction tube (Mettler-Toledo Autochem Reaction tubes 10.0 mi Part No.1352118) (Note: 6*4 Miniblock setups were used to generate 24 different products per block in parallel). After the addition, the septum layer and cover plate were secured onto the Miniblock with spring clamps. The block was then secured onto a Bohdan Miniblock Compact Shaking and Washing Station, in which the shaker was set at 600 rpm for 16 hours. The Miniblock was then removed from the shaker, followed by a subsequent draining of the reaction mixture into a second Miniblock containing a Biotage ISOLUTE SPE Accessories Phase Separator Tube (Part No.120-1905-CG), containing water (3 mL). A cover plate was placed on the second Miniblock containing the reaction mixture, and then the Miniblock was placed on the shaker and was allowed to shake for five minutes at 600 rpm. After removal of the Miniblock from the shaker, the organic phase was allowed to drain into a sample collection tube. Sample was concentrated in vacuo in a GeneVac HT-4X centrifugal evaporator and then purified via automated preparative reverse-phase HPLC purification (Method listed below) to give N-(pyridin-4-yl)benzo[d]thiazole-6-carboxamide (0.228 g, 88% yield)., 3622-35-3

As the paragraph descriping shows that 3622-35-3 is playing an increasingly important role.

Reference：
Patent; Seed, Patrick C.; Goller, Carlos C.; Dutta, Apurba; Maki, Brooks; Schoenen, Frank; Noah, James; White, Lucile; US2014/371194; (2014); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica