Brief introduction of 182344-56-5

182344-56-5 2-Chloro-4-fluorobenzo[d]thiazole 2049864, athiazole compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.182344-56-5,2-Chloro-4-fluorobenzo[d]thiazole,as a common compound, the synthetic route is as follows.

EXAMPLE 162 (+)-(4aR)-(10bR)-4-methyl-8-(4-fluoro-2-benzothiazolylthio)-10b-methyl-1,2,3,4,4a,5,6,10b-octahydrobenzo[f]quinolin-3-one A 15 mL round bottom flask was charged with (+)-(4aR)-(10bR)-4-methyl-8-mercapto-10b-methyl-1,2,3,4,4a,-5,6,10b-octahydrobenzo[f]quinolin-3-one (100 mg, 0.38 mmol), potassium carbonate (158 mg, 1.14 mmol), 2-chloro-4-fluorobenzothiazole (86 mg, 0.46 mmol and 1 mL of anhydrous dimethylformamide, fitted with a reflux condenser, and the stirred mixture was heated at 60, under nitrogen, for 48 h. The mixture was cooled, diluted with ethyl acetate (75 mL) and washed with brine (2*25 mL). The combined organic extracts were dried over sodium sulfate, concentrated, and purified by silica gel chromatography (80% ethyl acetate/hexanes eluent) to give 91 mg (58%) of the title compound as an amorphous solid. mp 140-145. FDMS: m/e=412. alpha[D]589 =+70.06 (c=0.52, chloroform)., 182344-56-5

182344-56-5 2-Chloro-4-fluorobenzo[d]thiazole 2049864, athiazole compound, is more and more widely used in various fields.

Reference:
Patent; Eli Lilly and Company; US5550134; (1996); A;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

New learning discoveries about 182344-56-5

182344-56-5, The synthetic route of 182344-56-5 has been constantly updated, and we look forward to future research findings.

182344-56-5, 2-Chloro-4-fluorobenzo[d]thiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1-tert-butoxycarbonyl-2-methyl-4-(4-fluorobenzothiazol-2-yl)-1,2,3,6-tetrahydropyridine Beginning with 1.0 gm (5.4 mMol) 2-chloro-4-fluoro-benzothiazole and 2.0 gm (5.66 mMol) 1-tert-butoxy-2-methyl-4-trifluoromethanesulfonyloxy-1,2,3,6-tetrahydropyridine, 1.2 gm (72%) of the desired compound were prepared as a yellow amorphous solid substantially by the procedure described in EXAMPLE 14. MS(FD): m/e=349 (M+1); EA: Calculated for C18H21N2O2SF: Theory: C, 62.05; H, 6.07; N, 8.04. Found: C, 61.88; H, 5.86; N, 8.01.

182344-56-5, The synthetic route of 182344-56-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Eli Lilly and Company; US6303627; (2001); B1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Some tips on 182344-56-5

As the paragraph descriping shows that 182344-56-5 is playing an increasingly important role.

182344-56-5, 2-Chloro-4-fluorobenzo[d]thiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 162 (+)-(4aR)-(10bR)-4-methyl-8-(4-fluoro-2-benzothiazolylthio)-10b-methyl-1,2,3,4,4a,5,6,10b-octahydrobenzo[f]quinolin-3-one STR179 A 15 mL round bottom flask was charged with (+)-(4aR)-(10bR)-4-methyl-8-mercapto-10b-methyl-1,2,3,4,4a,5,6,10b-octahydrobenzo[f]quinolin-3-one (100 mg, 0.38 mmol), potassium carbonate (158 mg, 1.14 mmol), 2-chloro-4-fluoro benzothiazole (86 mg, 0.46 mmol and 1 mL of anhydrous dimethylformamide, fitted with a reflux condenser, and the stirred mixture was heated at 60, under nitrogen, for 48 h. The mixture was cooled, diluted with ethyl acetate (75 mL) and washed with brine (2*25 mL). The combined organic extracts were dried over sodium sulfate, concentrated, and purified by silica gel chromatography (80% ethyl acetate/hexanes eluent) to give 91 mg (58%) of the title compound as an amorphous solid. mp 140-145. FDMS: m/e=412. alpha[D]589 =+70.06 (c=0.52, chloroform)., 182344-56-5

As the paragraph descriping shows that 182344-56-5 is playing an increasingly important role.

Reference:
Patent; Eli Lilly and Company; US5578724; (1996); A;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Downstream synthetic route of 182344-56-5

182344-56-5, The synthetic route of 182344-56-5 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.182344-56-5,2-Chloro-4-fluorobenzo[d]thiazole,as a common compound, the synthetic route is as follows.

EXAMPLE 162 (+)-(4aR)-(10bR)-4-methyl-8-(4-fluoro-2-benzothiazolylthio)-10b-methyl-1,2,3,4,4a,5,6,10b-octahydrobenzo[f]quinolin-3-one A 15 mL round bottom flask was charged with (+)-(4aR)-(10bR)-4-methyl-8-mercapto-10b-methyl-1,2,3,4,4a,5,6,10b-octahydrobenzo[f]quinolin-3-one (100 mg, 0.38 mmol), potassium carbonate (158 mg, 1.14 mmol), 2-chloro-4-fluoro benzothiazole (86 mg, 0.46 mmol and 1 mL of anhydrous dimethylformamide, fitted with a reflux condenser, and the stirred mixture was heated at 60, under nitrogen, for 48 h. The mixture was cooled, diluted with ethyl acetate (75 mL) and washed with brine (2*25 mL). The combined organic extracts were dried over sodium sulfate, concentrated, and purified by silica gel chromatography (80% ethyl acetate/hexanes eluent) to give 91 mg (58%) of the title compound as an amorphous solid. mp 140-145. FDMS: m/e=412. alpha[D]589 =+70.06 (c=0.52, chloroform).

182344-56-5, The synthetic route of 182344-56-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELi Lilly and Company; US5629007; (1997); A;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Simple exploration of 182344-56-5

As the paragraph descriping shows that 182344-56-5 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.182344-56-5,2-Chloro-4-fluorobenzo[d]thiazole,as a common compound, the synthetic route is as follows.

General procedure: GP4-1: A mixture of substituted2-chlorobenzothiazole (1.0eq), N-Bocpiperazine (1.05 eq) and Na2CO3 (1.2 eq) inDMF (10 volume) was heated up at 100 0C for hours, the process ofwhich was monitored by TLC. The mixture was diluted by EA and added by water.After extraction by EA (2 times), the collected organic layers were washed by10% citric acid, and then brine, dried over Na2SO4 andconcentrated to give crude product, which could be used directly withoutfurther purification.GP4-2: N-Bocprotected amine in DCM (5 volume) was added by TFA (2.5 volume). The mixturewas stirred at rt for four hours and monitored by TLC. After consumption ofstarting material, volatile solvent was removed under reduced pressure and theresidue was neutralized by saturated Na2CO3 solution toobtain the slurry, which was extracted by 10% methanol in DCM (3 times). Theorganic layers were collected, dried and concentrated to give the desired freeamine, for direct use for next step.GP4-3: Free amine (1.0 eq) suspendedin DCM (10 volume) was added by aldehyde (1.1 eq) under N2atmosphere. The mixture was stirred at rt 15 min. Then trimethylsilylazide (TMSN3, 1.1 eq) was added, and stirring was kept foranother 15 min, followed by addition of isonitrile (1.0 eq). The mixture wasstirred at for 12 h. After removal of solvent, the residue was purified bypreparative TLC (DCM/MeOH as eluent) to give the product, which could bere-purified by trituration with ether., 182344-56-5

As the paragraph descriping shows that 182344-56-5 is playing an increasingly important role.

Reference:
Article; Lv, Fengping; Li, Zhi-Fang; Hu, Wenhao; Wu, Xiaohua; Bioorganic and Medicinal Chemistry; vol. 23; 24; (2015); p. 7661 – 7670;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Simple exploration of 182344-56-5

182344-56-5, As the paragraph descriping shows that 182344-56-5 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.182344-56-5,2-Chloro-4-fluorobenzo[d]thiazole,as a common compound, the synthetic route is as follows.

EXAMPLE 107 [0545] Preparation of cis-(2S)-(-)-1-(4-Indolyioxy)-3-(4-(4-fluorobenzothiazol-2-yl)-2-methylpiperidin-1-yl)-2-propanol Oxalate. [CHEMMOL-00165] [0546] Preparation of 4-(4-Fluorobenzothiazol-2-yl)-1-(t-butyloxycarbonyl)-2-methyl-1,2,3,6-tetrahydropyridine [CHEMMOL-00166] [0547] Scheme IA, Step A: To a mixture of 2-chloro-4-fluorobenzothiazole (1.012 g, 5.39 mmol) in 1,4-dioxane (60 mL) was added 2-methyl-4-trifluoromethylsulfonyl-1-(t-butyloxycarbonyl)-1,2,3,6-tetrahydropyridine (1.956 g, 5.66 mmol), hexamethylditin (1.767 g, 5.39 mmol), tetrakis(triphenylphosphine)-palladium (0.312 g, 0.269 mmol) and lithium chloride (0.686 g, 16.2 mmol). The mixture was heated at reflux for 20 hours, then cooled to 20 C. and diluted with saturated potassium fluoride and ethyl acetate. The mixture was stirred for 2 hours then partitioned and the organic layer was washed with brine, dried over sodium sulfate and evaporated. The residue was chromatographed over silica gel (hexanes/50% ethyl acetate in hexanes gradient elution) to give the intermediate title compound as a yellow amorphous solid (1.227 g, 72%). FDMS m/e=349 (M++1).

182344-56-5, As the paragraph descriping shows that 182344-56-5 is playing an increasingly important role.

Reference:
Patent; Hansen, Marvin Martin; He, John Xiaoqiang; Honigschmidt, Nicholas Allan; Koch, Daniel James; Kohn, Todd Jonathan; Rocco, Vincent Patrick; Spinazze, Patrick Gianpietro; Takeuchi, Kumiko; US2004/6229; (2004); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Analyzing the synthesis route of 182344-56-5

182344-56-5 2-Chloro-4-fluorobenzo[d]thiazole 2049864, athiazole compound, is more and more widely used in various fields.

182344-56-5, 2-Chloro-4-fluorobenzo[d]thiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Scheme IIA, Step A: To a mixture of 2-chloro-4-fluorobenzothiazole (1.012 g, 05.39 mmol) in 1,4-dioxane (60 ML) was added 1-(t-butyloxycarbonyl)-2-methyl-4-trifluoromethanesulfonyl-1,2,5,6-tetrahydropyridine (1.956 g, 05.66 mmol), hexamethylditin (1.767 g, 05.39 mmol), tetrakis(triphenylphosphine)palladium (0.312 g, 0.269 mmol) and lithium chloride is (0.686 g, 16.2 mmol).The mixture was heated at reflux for 20 hours, then cooled to 20 C. and diluted with saturated potassium fluoride and ethyl acetate.The mixture was stirred for 2 hours, then partitioned, and the organics were washed with brine, dried over sodium sulfate, and evaporated.The residue was chromatographed over silica gel (hexanes/50% ethyl acetate in hexanes gradient elution) to give the intermediate title compound as a yellow amorphous solid (1.227 g, 72%). FDMS m/e=349 (M++1)., 182344-56-5

182344-56-5 2-Chloro-4-fluorobenzo[d]thiazole 2049864, athiazole compound, is more and more widely used in various fields.

Reference:
Patent; He, John Xiaoqiang; Honigschmidt, Nicholas Allan; Kohn, Todd Jonathan; Rocco, Vincent Patrick; Spinazze, Patrick Gianpietro; Takeuchi, Kumiko; US2003/232833; (2003); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

Analyzing the synthesis route of 182344-56-5

182344-56-5 2-Chloro-4-fluorobenzo[d]thiazole 2049864, athiazole compound, is more and more widely used in various fields.

182344-56-5, 2-Chloro-4-fluorobenzo[d]thiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a mixture of (lS,3S)-3-((3-(tetrahydro-2H-pyran-4-yl)pyrazin-2- yl)oxy)cyclobutanamine hydrochloride (see PREPARATION 5D, 200 mg, 0.8 mmol) in NMP (4 mL) was added 2-chloro-4-fluoro-benzothiazole (150 mg, 0.8 mmol) and DIEA (229 mg, 1.6 mmol), then heated to 180C for 2 h in microwave. The reaction mixture was diluted with water (10 mL), extracted with ethyl acetate (20 mL), washed with water and brine, dried over Na2S04 and concentrated. The residue was purification by prep-HP C to give the title compound (30 mg, yield 9%)., 182344-56-5

182344-56-5 2-Chloro-4-fluorobenzo[d]thiazole 2049864, athiazole compound, is more and more widely used in various fields.

Reference:
Patent; AMGEN INC.; ALLEN, Jennifer; FROHN, Michael; HARRINGTON, Paul; PICKRELL, Alexander; RZASA, Robert; SHAM, Kelvin; HU, Essa; WO2011/143366; (2011); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica