1-(m-Tolyl)piperazine → HCID 86625312, compound

HRID 490648Notes

Reaction equation

HRID 490648 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]([OH:23])=O)[CH2:9]1.[C:34]1([CH3:46])[CH:39]=[CH:38][CH:37]=[C:36]([N:40]2[CH2:45][CH2:44][NH:43][CH2:42][CH2:41]2)[CH:35]=1>>[F:30][C:28]([F:31])([F:29])[C:26]1[CH:25]=[C:5]([CH:4]=[C:3]([C:2]([F:32])([F:33])[F:1])[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]([N:43]2[CH2:44][CH2:45][N:40]([C:36]3[CH:35]=[C:34]([CH3:46])[CH:39]=[CH:38][CH:37]=3)[CH2:41][CH2:42]2)=[O:23])[CH2:9]1

Participants

3

Reactant 2

HCID 831111-(m-Tolyl)piperazineHCID 86625308HCID 86625308, compound

Product 1

HCID 86625312HCID 86625312, compoundYield 8%

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 4-m-tolyl-piperazine instead of 2-cyclohexyl-1,3,8-triaza-spiro[4.5]dec-1-en-4-one, to the title compound (52.3 mg) in 8% yield as colorless oil. MS m/e=654.1 [M+H]+.

Sources & evidence

ORD record
ord-236f81e18ab049798b863039a50ad416
Source dataset
uspto-grants-2009_05
Patent number
US07528136B2

Reaction notes

Loading…