Pyrrolidine → HCID 67025799, compound

HRID 1951114Notes

Reaction equation

HRID 1951114 reaction equation
N1CCCC1.[CH2:6]([N:13]1[CH2:17][CH:16]([N+:18]([O-])=O)[CH:15]([C:21]2[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][C:22]=2[CH3:28])[CH2:14]1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>>[CH2:6]([N:13]1[CH2:14][CH:15]([C:21]2[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][C:22]=2[CH3:28])[CH:16]([NH2:18])[CH2:17]1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Participants

3

Reactant 2

HCID 31268PyrrolidineHCID 67025602HCID 67025602, compound

Product 1

HCID 67025799HCID 67025799, compound

Procedure

In analogy to the procedure described for the synthesis of pyrrolidine intermediate VIII-1 (step b), the title compound (3RS,4SR)-1-benzyl-4-(4-chloro-2-methyl-phenyl)-pyrrolidin-3-ylamine was prepared from (3SR,4RS)-1-benzyl-3-(4-chloro-2-methyl-phenyl)-4-nitro-pyrrolidine instead of (3SR,4RS)-1-benzyl-3-(3,4-dichloro-phenyl)-4-nitro-pyrrolidine and was obtained as a light brown foam. MS m/e: 301.2 [M+H]+.

Workup

  1. customwas obtained as a light brown foam

Sources & evidence

ORD record
ord-fb748aef1efb45a99397ac88e0bb606c
Source dataset
uspto-grants-2013_03
Patent number
US08404679B2

Reaction notes

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