1-(4-Methoxyphenyl)-1-phenylmethanamine → N-(4-Methoxybenzhydryl)-3-cyanoandrosta-3,5-diene-17beta-carboxamide

HRID 862291

Reaction equation

HRID 862291 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](=[O:30])SC2C=CC=CN=2)[CH:4]=1)#[N:2].[CH3:31][O:32][C:33]1[CH:46]=[CH:45][C:36]([CH:37]([NH2:44])[C:38]2[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=2)=[CH:35][CH:34]=1>>[CH3:31][O:32][C:33]1[CH:46]=[CH:45][C:36]([CH:37]([NH:44][C:22]([C@H:12]2[CH2:11][CH2:10][C@H:9]3[C@H:8]4[C@H:17]([CH2:16][CH2:15][C@:13]23[CH3:14])[C@:18]2([CH3:21])[C:5]([CH:4]=[C:3]([C:1]#[N:2])[CH2:20][CH2:19]2)=[CH:6][CH2:7]4)=[O:30])[C:38]2[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=2)=[CH:35][CH:34]=1

Participants

3

Reactant 2

HCID 3500411-(4-Methoxyphenyl)-1-phenylmethanamineHCID 15380265S-2pyridyl 3-cyanoandrosta-3,5-diene-17beta-thiocarboxylate

Product 1

HCID 15380278N-(4-Methoxybenzhydryl)-3-cyanoandrosta-3,5-diene-17beta-carboxamideYield 82%

Procedure

Following a procedure similar to that described in Example 3(b), but using S-2-pyridyl 3-cyanoandrosta-3,5-diene-17β-thiocarboxylate [prepared as described in Example 3(a)] and 4-methoxybenzhydrylamine (prepared as described in Preparation 15) as starting materials, in relative proportions similar to those used in that Example, the title compound was obtained in a yield of 82%.

Sources & evidence

ORD record
ord-c2a34d67a5194413a758f91ca4cafa9d
Source dataset
uspto-grants-1998_02
Patent number
US05717088

Linked notes

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