N-(2-Cyanophenyl)piperazine → HCID 67547783, compound

HRID 490639Notes

Reaction equation

HRID 490639 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:25]=[CH:26][CH:27]=1)[CH2:5][N:6]1[CH2:10][C@@H:9]([N:11]([CH2:13][C:14]2[CH:19]=[CH:18][C:17]([F:20])=[CH:16][C:15]=2[F:21])[CH3:12])[CH2:8][C@H:7]1[C:22]([OH:24])=O.[N:28]1([C:34]2[CH:41]=[CH:40][CH:39]=[CH:38][C:35]=2[C:36]#[N:37])[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]1>>[Cl:1][C:2]1[CH:3]=[C:4]([CH:25]=[CH:26][CH:27]=1)[CH2:5][N:6]1[CH2:10][C@@H:9]([N:11]([CH2:13][C:14]2[CH:19]=[CH:18][C:17]([F:20])=[CH:16][C:15]=2[F:21])[CH3:12])[CH2:8][C@H:7]1[C:22]([N:31]1[CH2:30][CH2:29][N:28]([C:34]2[CH:41]=[CH:40][CH:39]=[CH:38][C:35]=2[C:36]#[N:37])[CH2:33][CH2:32]1)=[O:24]

Participants

3

Reactant 2

HCID 2735875N-(2-Cyanophenyl)piperazineHCID 67547489HCID 67547489, compound

Product 1

HCID 67547783HCID 67547783, compoundYield 9%

Procedure

As described for Example 64e, (2S,4S)-1-(3-Chloro-benzyl)-4-[(2,4-difluoro-benzyl)-methyl-amino]-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 (51 mg) in 9% yield as colorless oil. MS m/e=565.1 [M+H]+.

Sources & evidence

ORD record
ord-1e909ccdd1244dc587e18efb1320628d
Source dataset
uspto-grants-2009_05
Patent number
US07528136B2

Reaction notes

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