Lithium Carbonate → 4-[(2S,3S)-3-hydroxy-2-methyl-3-propylpyrrolidin-1-yl]-3-(trifluoromethyl)benzonitrile

HRID 906991Notes

Reaction equation

HRID 906991 reaction equation
[CH3:1][C@H:2]1[C@@:6]([CH2:8][CH2:9][CH3:10])([OH:7])[CH2:5][CH2:4][NH:3]1.F[C:12]1[CH:19]=[CH:18][C:15]([C:16]#[N:17])=[CH:14][C:13]=1[C:20]([F:23])([F:22])[F:21].C(=O)([O-])[O-].[Li+].[Li+]>>[OH:7][C@@:6]1([CH2:8][CH2:9][CH3:10])[CH2:5][CH2:4][N:3]([C:12]2[CH:19]=[CH:18][C:15]([C:16]#[N:17])=[CH:14][C:13]=2[C:20]([F:21])([F:23])[F:22])[C@H:2]1[CH3:1]

Participants

4

Procedure

By an operation in the same manner as in Example 1 and using (2S,3S)-2-methyl-3-propylpyrrolidin-3-ol 0.5 oxalate (250 mg), 4-fluoro-3-(trifluoromethyl)benzonitrile (499 mg) and lithium carbonate (195 mg), the title compound was obtained as colorless oil (yield: 383 mg, yield: 93%).

Sources & evidence

ORD record
ord-7c1333a3ebcd4b0fb72a6935db4e6786
Source dataset
uspto-grants-2011_09
Patent number
US08013008B2

Reaction notes

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