N-(2-Cyanophenyl)piperazine → HCID 86625309, compound

HRID 490645Notes

Reaction equation

HRID 490645 reaction equation
[F:1][C:2]([F:33])([F:32])[C:3]1[CH:4]=[C:5]([CH:25]=[C:26]([C:28]([F:31])([F:30])[F:29])[CH:27]=1)[CH2:6][N:7]([CH3:24])[C@@H:8]1[CH2:12][N:11]([CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([Cl:20])[CH:15]=2)[C@H:10]([C:21](O)=[O:22])[CH2:9]1.[N:34]1([C:40]2[CH:47]=[CH:46][CH:45]=[CH:44][C:41]=2[C:42]#[N:43])[CH2:39][CH2:38][NH:37][CH2:36][CH2:35]1>>[F:30][C:28]([F:29])([F:31])[C:26]1[CH:25]=[C:5]([CH:4]=[C:3]([C:2]([F:33])([F:32])[F:1])[CH:27]=1)[CH2:6][N:7]([CH3:24])[CH:8]1[CH2:12][N:11]([CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([Cl:20])[CH:15]=2)[CH:10]([C:21]([N:37]2[CH2:36][CH2:35][N:34]([C:40]3[CH:47]=[CH:46][CH:45]=[CH:44][C:41]=3[C:42]#[N:43])[CH2:39][CH2:38]2)=[O:22])[CH2:9]1

Participants

3

Reactant 2

HCID 2735875N-(2-Cyanophenyl)piperazineHCID 86625308HCID 86625308, compound

Product 1

HCID 86625309HCID 86625309, compoundYield 111%

Procedure

As described for Example 64e, (2S,4S)-4-[(3,5-bis-trifluoromethyl-benzyl)-methyl-amino]-1-(3-chloro-benzyl)-pyrrolidine-2-carboxylic acid (1 mmol) was converted, using 2-piperazin-1-yl-benzonitrile instead of 2-cyclohexyl-1,3,8-triaza-spiro[4.5]dec-1-en-4-one, to the title compound (73.1 mg) in 111% yield as colorless oil.

Sources & evidence

ORD record
ord-b321c7828bda4a079e031885bd0b8f29
Source dataset
uspto-grants-2009_05
Patent number
US07528136B2

Reaction notes

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