3-Oxo-4-aza-5-androstene-17beta-carboxylic acid → N-[2-Phenyl-1-(2-thienyl)ethyl]-3-oxo-4-azaandrost-5-ene-17beta-carboxamide

HRID 1463959Notes

Reaction equation

HRID 1463959 reaction equation
[O:1]=[C:2]1[CH2:19][CH2:18][C@@:17]2([CH3:20])[C:4](=[CH:5][CH2:6][C@@H:7]3[C@@H:16]2[CH2:15][CH2:14][C@@:12]2([CH3:13])[C@H:8]3[CH2:9][CH2:10][C@@H:11]2[C:21](O)=[O:22])[NH:3]1.[C:24]1([CH2:30][CH:31]([NH2:37])[C:32]2[S:33][CH:34]=[CH:35][CH:36]=2)[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>>[C:24]1([CH2:30][CH:31]([NH:37][C:21]([C@H:11]2[CH2:10][CH2:9][C@H:8]3[C@H:7]4[C@H:16]([CH2:15][CH2:14][C@:12]23[CH3:13])[C@:17]2([CH3:20])[C:4]([NH:3][C:2](=[O:1])[CH2:19][CH2:18]2)=[CH:5][CH2:6]4)=[O:22])[C:32]2[S:33][CH:34]=[CH:35][CH:36]=2)[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1

Participants

3

Reactant 2

HCID 4754473-Oxo-4-aza-5-androstene-17beta-carboxylic acidHCID 127516472-Phenyl-1-(thiophen-2-yl)ethan-1-amine

Product 1

HCID 67750972N-[2-Phenyl-1-(2-thienyl)ethyl]-3-oxo-4-azaandrost-5-ene-17beta-carboxamideYield 45%

Procedure

The title compound was prepared in a yield of 45% in a similar manner to that described in Example 1 by reacting 3-oxo-4-azaandrost-5-ene-17β-carboxylic acid and 2-phenyl-1-(2-thienyl)ethylamine.

Sources & evidence

ORD record
ord-599a7a408b684f72a0b7660bdd0bc40e
Source dataset
uspto-grants-1994_04
Patent number
US05302621

Reaction notes

Loading…