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

HRID 2046628Notes

Reaction equation

[OH:1][C:2]([C@H:5]1[CH2:9][CH2:8][NH:7][C@H:6]1[CH3:10])([CH3:4])[CH3:3].F[C:12]1[CH:19]=[CH:18][C:15]([C:16]#[N:17])=[CH:14][CH:13]=1>>[OH:1][C:2]([C@H:5]1[CH2:9][CH2:8][N:7]([C:12]2[CH:19]=[CH:18][C:15]([C:16]#[N:17])=[CH:14][CH:13]=2)[C@H:6]1[CH3:10])([CH3:4])[CH3:3]

Participants

Reactant 2

HCID 145174-Fluorobenzonitrile

HCID 55299039(2S,3S)-3-(1-hydroxy-1-methylethyl)-2-methylpyrrolidine

Product 1

HCID 593705404-[(2S,3S)-3-(1-hydroxy-1-methylethyl)-2-methylpyrrolidin-1-yl]benzonitrile

Procedure

Using compound 1 and 4-fluorobenzonitrile as starting materials, the title compound was obtained by the same manner as shown in Example 1 (reaction temperature 90° C., reaction time 3 hr).

Sources & evidence

ORD record: ord-6381722de6d4431a82049cb51ffe2b2d
Source dataset: uspto-grants-2013_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08592452B2

Reaction notes

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