1-amino-cyclopropanecarboxylic acid 4-[3-chloro-2-(5-methyl-[1,2,4]oxadiazol-3-yl)-indol-1-yl]-benzylamide

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Chemical Name:1-amino-cyclopropanecarboxylic acid 4-[3-chloro-2-(5-methyl-[1,2,4]oxadiazol-3-yl)-indol-1-yl]-benzylamide
CAS No.:1374452-01-3
Molecular Formula:C₂₂H₂₀ClN₅O₂
Molecular Weight:421.886
Hs Code.:

Synonyms:1-amino-cyclopropanecarboxylic acid 4-[3-chloro-2-(5-methyl-[1,2,4]oxadiazol-3-yl)-indol-1-yl]-benzylamide

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Chemical Property of 1-amino-cyclopropanecarboxylic acid 4-[3-chloro-2-(5-methyl-[1,2,4]oxadiazol-3-yl)-indol-1-yl]-benzylamide

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Technology Process of 1-amino-cyclopropanecarboxylic acid 4-[3-chloro-2-(5-methyl-[1,2,4]oxadiazol-3-yl)-indol-1-yl]-benzylamide

There total 9 articles about 1-amino-cyclopropanecarboxylic acid 4-[3-chloro-2-(5-methyl-[1,2,4]oxadiazol-3-yl)-indol-1-yl]-benzylamide 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: 98.0%

: 1374452-05-7
(1-{4-[3-chloro-2-(5-methyl-[1,2,4]oxadiazol-3-yl)-indol-1-yl]-benzylcarbamoyl}-cyclopropyl)-carbamic acid tert-butyl ester

: 1374452-01-3
1-amino-cyclopropanecarboxylic acid 4-[3-chloro-2-(5-methyl-[1,2,4]oxadiazol-3-yl)-indol-1-yl]-benzylamide

Guidance literature:: (1-{4-[3-chloro-2-(5-methyl-[1,2,4]oxadiazol-3-yl)-indol-1-yl]-benzylcarbamoyl}-cyclopropyl)-carbamic acid tert-butyl ester; With hydrogenchloride; In ethyl acetate; at 20 ℃; for 12h;

With sodium hydroxide; In water; ethyl acetate; for 0.333333h;

Reference yield:

Indole-2-carboxylic acid: 1477-50-5,1228050-17-6
Indole-2-carboxylic acid

: 1374452-01-3
1-amino-cyclopropanecarboxylic acid 4-[3-chloro-2-(5-methyl-[1,2,4]oxadiazol-3-yl)-indol-1-yl]-benzylamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: N-chloro-succinimide / acetonitrile / 5 h / Reflux

2.1: N,N-dimethyl-formamide; thionyl chloride / 3 h / Reflux

2.2: 2 h / Cooling with ice

3.1: trichlorophosphate / chloroform / 3 h / Reflux

4.1: hydroxylamine hydrochloride; sodium hydrogencarbonate / methanol / 24 h / 20 °C

5.1: acetic acid / 10 h / 90 °C

6.1: N-ethyl-N,N-diisopropylamine / copper diacetate / dimethyl sulfoxide / 144 h / 20 °C / Molecular sieve

6.2: 2 h / 20 °C

7.1: N-ethyl-N,N-diisopropylamine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / dimethyl sulfoxide / 2 h / 20 °C

8.1: hydrogenchloride / ethyl acetate / 12 h / 20 °C

8.2: 0.33 h

With hydrogenchloride; N-chloro-succinimide; thionyl chloride; hydroxylamine hydrochloride; sodium hydrogencarbonate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; acetic acid; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; trichlorophosphate; copper diacetate; In methanol; chloroform; dimethyl sulfoxide; ethyl acetate; acetonitrile;

Reference yield:

: 28737-32-8
3-chloro-1H-indole-2-carboxylic acid

: 1374452-01-3
1-amino-cyclopropanecarboxylic acid 4-[3-chloro-2-(5-methyl-[1,2,4]oxadiazol-3-yl)-indol-1-yl]-benzylamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: N,N-dimethyl-formamide; thionyl chloride / 3 h / Reflux

1.2: 2 h / Cooling with ice

2.1: trichlorophosphate / chloroform / 3 h / Reflux

3.1: hydroxylamine hydrochloride; sodium hydrogencarbonate / methanol / 24 h / 20 °C

4.1: acetic acid / 10 h / 90 °C

5.1: N-ethyl-N,N-diisopropylamine / copper diacetate / dimethyl sulfoxide / 144 h / 20 °C / Molecular sieve

5.2: 2 h / 20 °C

6.1: N-ethyl-N,N-diisopropylamine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / dimethyl sulfoxide / 2 h / 20 °C

7.1: hydrogenchloride / ethyl acetate / 12 h / 20 °C

7.2: 0.33 h

With hydrogenchloride; thionyl chloride; hydroxylamine hydrochloride; sodium hydrogencarbonate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; acetic acid; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; trichlorophosphate; copper diacetate; In methanol; chloroform; dimethyl sulfoxide; ethyl acetate;