4-Fluorobenzonitrile → 4-[(2S,3S)-3-hydroxy-2-methylpyrrolidin-1-yl]benzonitrile

Reaction equation

[OH:1][C@@H:2]1[C@H:6]([CH3:7])[NH:5][C:4](=O)[CH2:3]1.F[C:10]1[CH:17]=[CH:16][C:13]([C:14]#[N:15])=[CH:12][CH:11]=1>>[OH:1][C@H:2]1[CH2:3][CH2:4][N:5]([C:10]2[CH:17]=[CH:16][C:13]([C:14]#[N:15])=[CH:12][CH:11]=2)[C@H:6]1[CH3:7]

Participants

Reactant 2

HCID 145174-Fluorobenzonitrile

HCID 11062347(4S,5S)-4-hydroxy-5-methylpyrrolidin-2-one

Product 1

HCID 593704894-[(2S,3S)-3-hydroxy-2-methylpyrrolidin-1-yl]benzonitrile

Procedure

Using (4S,5S)-4-hydroxy-5-methylpyrrolidin-2-one and 4-fluorobenzonitrile as starting materials, the title compound was obtained by the same manner as shown in Example 2 (reaction time 1 hr).

Sources & evidence

ORD record: ord-e8b2c47279b345afbf20261cdd991389
Source dataset: uspto-grants-2013_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08592452B2

Reaction notes

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