2-(2-Methoxyphenyl)propan-2-amine → N-[1-(2-Methoxyphenyl)-1-methylethyl]-3-cyanoandrosta-3,5-diene-17beta-carboxamide

HRID 862283Notes

Reaction equation

HRID 862283 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:38]=[CH:37][CH:36]=[CH:35][C:34]=1[C:39]([NH2:42])([CH3:41])[CH3:40]>>[CH3:31][O:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][C:34]=1[C:39]([NH:42][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:30])([CH3:40])[CH3:41]

Participants

3

Reactant 2

HCID 153108562-(2-Methoxyphenyl)propan-2-amineHCID 15380265S-2pyridyl 3-cyanoandrosta-3,5-diene-17beta-thiocarboxylate

Product 1

HCID 67646664N-[1-(2-Methoxyphenyl)-1-methylethyl]-3-cyanoandrosta-3,5-diene-17beta-carboxamideYield 96%

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 1-(2-methoxyphenyl)-1-methylethylamine (prepared as described in Preparation 10c) as starting materials, in relative proportions similar to those used in that Example, the title compound was obtained in a yield of 96%.

Sources & evidence

ORD record
ord-a28d9bad24dd40a68a576dd72b801faf
Source dataset
uspto-grants-1998_02
Patent number
US05717088

Reaction notes

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