1-Pyrrolidinecarbonyl chloride → Pyrrolidine-1-carboxylic acid (5,5-dimethyl-8-nitro-2-oxo-2,3,4,5-tetrahydro-1H-1-benzazepin-3-yl)-amide

HRID 1687672Notes

Reaction equation

HRID 1687672 reaction equation
[NH2:1][CH:2]1[CH2:8][C:7]([CH3:10])([CH3:9])[C:6]2[CH:11]=[CH:12][C:13]([N+:15]([O-:17])=[O:16])=[CH:14][C:5]=2[NH:4][C:3]1=[O:18].[N:19]1([C:24](Cl)=[O:25])[CH2:23][CH2:22][CH2:21][CH2:20]1>>[CH3:9][C:7]1([CH3:10])[C:6]2[CH:11]=[CH:12][C:13]([N+:15]([O-:17])=[O:16])=[CH:14][C:5]=2[NH:4][C:3](=[O:18])[CH:2]([NH:1][C:24]([N:19]2[CH2:23][CH2:22][CH2:21][CH2:20]2)=[O:25])[CH2:8]1

Participants

3

Reactant 2

HCID 709371-Pyrrolidinecarbonyl chlorideHCID 672640283-amino-5,5-dimethyl-8-nitro-3,4-dihydro-1H-1-benzazepin-2-one

Product 1

HCID 67263442Pyrrolidine-1-carboxylic acid (5,5-dimethyl-8-nitro-2-oxo-2,3,4,5-tetrahydro-1H-1-benzazepin-3-yl)-amide

Procedure

Pyrrolidine-1-carboxylic acid (5,5-dimethyl-8-nitro-2-oxo-2,3,4,5-tetrahydro-1H-1-benzazepin-3-yl)-amide was prepared from 3-Amino-5,5-dimethyl-8-nitro-1,3,4,5-tetrahydro-1-benzazepin-2-one and Pyrrolidine-1-carbonyl chloride in an analogous manner to Example 1271d as a pale yellow solid (256 mg, 92%). LCMS 347 (M+H). HPLC purity 99%.

Sources & evidence

ORD record
ord-54bbe42b9b8645c4a3a40238e8062c79
Source dataset
uspto-grants-2012_04
Patent number
US08148391B2

Reaction notes

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