2-Phenyl-1-(thiophen-2-yl)ethan-1-amine → N-[2-Phenyl-1-(2-thienyl)ethyl]-4-methyl-3-oxo-4-azaandrost-5-ene-17beta-carboxamide

HRID 1463954Notes

Reaction equation

HRID 1463954 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].[C:25]1([CH2:31][CH:32]([NH2:38])[C:33]2[S:34][CH:35]=[CH:36][CH:37]=2)[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1>>[C:25]1([CH2:31][CH:32]([NH:38][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[S:34][CH:35]=[CH:36][CH:37]=2)[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1

Participants

3

Reactant 2

HCID 127516472-Phenyl-1-(thiophen-2-yl)ethan-1-amineHCID 228121504-Methyl-3-oxo-4-azaandrost-5-ene-17beta-carboxylic acid

Product 1

HCID 67750781N-[2-Phenyl-1-(2-thienyl)ethyl]-4-methyl-3-oxo-4-azaandrost-5-ene-17beta-carboxamideYield 48%

Procedure

The title compound was prepared in a yield of 48% in a similar manner to that described in Example 1 by reacting 4-methyl-3-oxo-4-azaandrost-5-ene-17β-carboxylic acid (prepared as described in Preparation 5) and 2-phenyl-1-(2-thienyl)ethylamine.

Sources & evidence

ORD record
ord-a5319ab78bc74885b32cba6be063479e
Source dataset
uspto-grants-1994_04
Patent number
US05302621

Reaction notes

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