Tert-Butylamine → 3-Cyano-N-(1,1-dimethylethyl)androsta-3,5-diene-17-beta-carboxamide

HRID 862315Notes

Reaction equation

HRID 862315 reaction equation
[C:1]([C:3]1[CH2:20][CH2:19][C@@:18]2([CH3:21])[C:5](=[CH:6][CH2:7][C@@H:8]3[C@@H:17]2[CH2:16][CH2:15][C@@:13]2([CH3:14])[C@H:9]3[CH2:10][CH2:11][C@@H:12]2[C:22]([OH:24])=O)[CH:4]=1)#[N:2].[C:25]([NH2:29])([CH3:28])([CH3:27])[CH3:26]>>[C:25]([NH:29][C:22]([C@H:12]1[CH2:11][CH2:10][C@H:9]2[C@H:8]3[C@H:17]([CH2:16][CH2:15][C@:13]12[CH3:14])[C@:18]1([CH3:21])[C:5]([CH:4]=[C:3]([C:1]#[N:2])[CH2:20][CH2:19]1)=[CH:6][CH2:7]3)=[O:24])([CH3:28])([CH3:27])[CH3:26]

Participants

3

Reactant 2

HCID 6385Tert-ButylamineHCID 153802543-Cyanoandrosta-3,5-diene-17beta-carboxylic acid

Product 1

HCID 676469513-Cyano-N-(1,1-dimethylethyl)androsta-3,5-diene-17-beta-carboxamideYield 81%

Procedure

Following a procedure similar to that described in Preparation 16a, but using 3-cyanoandrosta-3,5-diene-17β-carboxylic acid [prepared as described in Example 1(b)] and t-butylamine as starting materials, in relative proportions similar to those used in that Preparation, the title compound was obtained in a yield of 81%.

Workup

  1. customin relative proportions similar to those used in that Preparation

Sources & evidence

ORD record
ord-0dbbd67c48fd4b9db0ae66e1af54153b
Source dataset
uspto-grants-1998_02
Patent number
US05717088

Reaction notes

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