(S)-5-(Hydroxymethyl)-2-pyrrolidinone → HCID 71252094, compound

HRID 2411673Notes

Reaction equation

HRID 2411673 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]=[CH:14][C:13]([C:16]([N:18]2[CH2:23][CH2:22][N:21]([C:24]3[C:29]([CH3:30])=[CH:28][C:27]([CH3:31])=[CH:26][N:25]=3)[CH2:20][CH2:19]2)=[O:17])=[CH:12][C:11]=1[F:32]>>[CH3:30][C:29]1[C:24]([N:21]2[CH2:22][CH2:23][N:18]([C:16]([C:13]3[CH:14]=[CH:15][C:10]([N:7]4[C@H:3]([CH2:2][OH:1])[CH2:4][CH2:5][C:6]4=[O:8])=[C:11]([F:32])[CH:12]=3)=[O:17])[CH2:19][CH2:20]2)=[N:25][CH:26]=[C:27]([CH3:31])[CH:28]=1

Participants

3

Reactant 2

HCID 643511(S)-5-(Hydroxymethyl)-2-pyrrolidinoneHCID 58484572(4-Bromo-3-fluorophenyl)[4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanone

Product 1

HCID 71252094HCID 71252094, compoundYield 36.4%

Procedure

Using (S)-5-hydroxymethylpyrrolidin-2-one (127 mg) and (4-bromo-3-fluorophenyl)[4-(3,5-dimethylpyridin-2-yl)piperazin-1-yl]methanone (392 mg) described in Preparation Example 125 and by the reaction and treatment in the same manner as in Example 1, the title compound (155 mg) was obtained.

Workup

  1. customdescribed in Preparation Example 125 and by the reaction and treatment in the same manner as in Example 1

Sources & evidence

ORD record
ord-b73f436d7e894b52b2c4f7f17562cae5
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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