(R)-(-)-5-(Hydroxymethyl)-2-pyrrolidinone → HCID 71252545, compound

HRID 2411661Notes

Reaction equation

HRID 2411661 reaction equation
[OH:1][CH2:2][C@@H:3]1[NH:7][C:6](=[O:8])[CH2:5][CH2:4]1.Br[C:10]1[CH:15]=[C:14]([F:16])[C:13]([C:17]([N:19]2[CH2:24][CH2:23][N:22]([C:25]3[C:30]([CH3:31])=[CH:29][C:28]([CH3:32])=[CH:27][N:26]=3)[CH2:21][CH2:20]2)=[O:18])=[C:12]([F:33])[CH:11]=1>>[CH3:31][C:30]1[C:25]([N:22]2[CH2:23][CH2:24][N:19]([C:17]([C:13]3[C:14]([F:16])=[CH:15][C:10]([N:7]4[C@@H:3]([CH2:2][OH:1])[CH2:4][CH2:5][C:6]4=[O:8])=[CH:11][C:12]=3[F:33])=[O:18])[CH2:20][CH2:21]2)=[N:26][CH:27]=[C:28]([CH3:32])[CH:29]=1

Participants

3

Reactant 2

HCID 7128291(R)-(-)-5-(Hydroxymethyl)-2-pyrrolidinoneHCID 58484761(4-Bromo-2,6-difluorophenyl)[4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanone

Product 1

HCID 71252545HCID 71252545, compoundYield 47.3%

Procedure

Using (R)-5-hydroxymethylpyrrolidin-2-one (116 mg) and (4-bromo-2,6-difluorophenyl)[4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanone (410 mg) described in Preparation Example 111 and by the reaction and treatment in the same manner as in Example 1, the title compound (210 mg) was obtained.

Workup

  1. customdescribed in Preparation Example 111 and by the reaction and treatment in the same manner as in Example 1

Sources & evidence

ORD record
ord-6acbe2ddbfbd4af99ef7cd9ac4a10c85
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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