(4-Chlorophenyl)(phenyl)methanamine → N-[alpha-(4-Chlorophenyl)benzyl]-4-methyl-3-oxo-4-aza-androst-5-ene-17beta-carboxamide

HRID 1463952Notes

Reaction equation

HRID 1463952 reaction equation
[CH3:1][N:2]1[C:19](=[O:20])[CH2:18][CH2:17][C@@:16]2([CH3:21])[C:3]1=[CH:4][CH2:5][C@@H:6]1[C@@H:15]2[CH2:14][CH2:13][C@@:11]2([CH3:12])[C@H:7]1[CH2:8][CH2:9][C@@H:10]2[C:22](O)=[O:23].[Cl:25][C:26]1[CH:31]=[CH:30][C:29]([CH:32]([NH2:39])[C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)=[CH:28][CH:27]=1>>[Cl:25][C:26]1[CH:27]=[CH:28][C:29]([CH:32]([NH:39][C:22]([C@H:10]2[CH2:9][CH2:8][C@H:7]3[C@H:6]4[C@H:15]([CH2:14][CH2:13][C@:11]23[CH3:12])[C@:16]2([CH3:21])[C:3]([N:2]([CH3:1])[C:19](=[O:20])[CH2:18][CH2:17]2)=[CH:4][CH2:5]4)=[O:23])[C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)=[CH:30][CH:31]=1

Participants

3

Reactant 2

HCID 409810(4-Chlorophenyl)(phenyl)methanamineHCID 228121504-Methyl-3-oxo-4-azaandrost-5-ene-17beta-carboxylic acid

Product 1

HCID 67750890N-[alpha-(4-Chlorophenyl)benzyl]-4-methyl-3-oxo-4-aza-androst-5-ene-17beta-carboxamideYield 80%

Procedure

The title compound was prepared in a yield of 80% in a similar manner to that described in Example 2 by reacting 4-methyl-3-oxo-4-azaandrost-5-ene-17β-carboxylic acid (prepared as described in Preparation 5) and α-(4-chlorophenyl)benzylamine.

Sources & evidence

ORD record
ord-cf055fee811c45f2b2eb62335fc7402c
Source dataset
uspto-grants-1994_04
Patent number
US05302621

Reaction notes

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