3-Phenylpentan-3-amine → N-(1-Ethyl-1-phenylpropyl)-3-cyanoandrosta-3,5-diene-17beta-carboxamide

HRID 962681

Reaction equation

HRID 962681 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].[CH2:31]([C:33]([NH2:42])([C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1)[CH2:34][CH3:35])[CH3:32]>>[CH2:31]([C:33]([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])([C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1)[CH2:34][CH3:35])[CH3:32]

Participants

3

Reactant 2

HCID 38290533-Phenylpentan-3-amineHCID 15380265S-2pyridyl 3-cyanoandrosta-3,5-diene-17beta-thiocarboxylate

Product 1

HCID 15380268N-(1-Ethyl-1-phenylpropyl)-3-cyanoandrosta-3,5-diene-17beta-carboxamideYield 79%

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-ethyl-1-phenylpropylamine as starting materials, in relative proportions similar to those used in that Example, the title compound was obtained in a yield of 79%.

Sources & evidence

ORD record
ord-6a0aa9d80030496ebc92235284ff97af
Source dataset
uspto-grants-1998_06
Patent number
US05760025

Linked notes

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