3-(1-cyano-1-methylethyl)-N-[3-({2-[(cyclopropylcarbonyl)amino]-1,3-benzothiazol-6-yl}oxy)phenyl]benzamide

Base Information

Chemical Name:3-(1-cyano-1-methylethyl)-N-[3-({2-[(cyclopropylcarbonyl)amino]-1,3-benzothiazol-6-yl}oxy)phenyl]benzamide
CAS No.:1123580-77-7
Molecular Formula:C₂₈H₂₄N₄O₃S
Molecular Weight:496.59
Hs Code.:

Synonyms:3-(1-cyano-1-methylethyl)-N-[3-({2-[(cyclopropylcarbonyl)amino]-1,3-benzothiazol-6-yl}oxy)phenyl]benzamide

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Chemical Property of 3-(1-cyano-1-methylethyl)-N-[3-({2-[(cyclopropylcarbonyl)amino]-1,3-benzothiazol-6-yl}oxy)phenyl]benzamide

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Technology Process of 3-(1-cyano-1-methylethyl)-N-[3-({2-[(cyclopropylcarbonyl)amino]-1,3-benzothiazol-6-yl}oxy)phenyl]benzamide

There total 7 articles about 3-(1-cyano-1-methylethyl)-N-[3-({2-[(cyclopropylcarbonyl)amino]-1,3-benzothiazol-6-yl}oxy)phenyl]benzamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 88.0%

: 1123580-84-6
N-{3-[(2-amino-1,3-benzothiazol-6-yl)oxy]phenyl}-3-(1-cyano-1-methylethyl)benzamide

: 4023-34-1
cyclopropanecarboxylic acid chloride

: 1123580-77-7
3-(1-cyano-1-methylethyl)-N-[3-({2-[(cyclopropylcarbonyl)amino]-1,3-benzothiazol-6-yl}oxy)phenyl]benzamide

Guidance literature:: With pyridine; dmap; at 20 ℃; for 6h;

Reference yield:

: 872091-00-4
3-(1-cyano-1-methylethyl)benzoic acid

: 1123580-77-7
3-(1-cyano-1-methylethyl)-N-[3-({2-[(cyclopropylcarbonyl)amino]-1,3-benzothiazol-6-yl}oxy)phenyl]benzamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: oxalyl dichloride / tetrahydrofuran; N,N-dimethyl-formamide / 1.5 h / 4 - 20 °C

2.1: 1-methyl-pyrrolidin-2-one / 2 h / 20 °C

3.1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran; methanol / 14 h / 20 °C

4.1: acetic acid / 0.25 h / 20 °C

4.2: 4.5 h / 20 °C

5.1: pyridine; dmap / 6 h / 4 - 20 °C

With pyridine; dmap; oxalyl dichloride; palladium 10% on activated carbon; hydrogen; acetic acid; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; N,N-dimethyl-formamide;
DOI:10.1021/jm300126x

Reference yield:

: 872091-85-5
methyl 3-(1-cyano-1-methylethyl)benzoate

: 1123580-77-7
3-(1-cyano-1-methylethyl)-N-[3-({2-[(cyclopropylcarbonyl)amino]-1,3-benzothiazol-6-yl}oxy)phenyl]benzamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: lithium hydroxide monohydrate; water / tetrahydrofuran; methanol / 18 h / 20 °C

2.1: oxalyl dichloride / tetrahydrofuran; N,N-dimethyl-formamide / 1.5 h / 4 - 20 °C

3.1: 1-methyl-pyrrolidin-2-one / 2 h / 20 °C

4.1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran; methanol / 14 h / 20 °C

5.1: acetic acid / 0.25 h / 20 °C

5.2: 4.5 h / 20 °C

6.1: pyridine; dmap / 6 h / 4 - 20 °C

With pyridine; dmap; oxalyl dichloride; lithium hydroxide monohydrate; palladium 10% on activated carbon; water; hydrogen; acetic acid; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; N,N-dimethyl-formamide;
DOI:10.1021/jm300126x