2-Fluorobenzonitrile → 2-[(1-Azabicyclo[3.3.0]octan-5-yl)methylamino]benzonitrile

HRID 260933Notes

Reaction equation

HRID 260933 reaction equation
F[C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[C:4]#[N:5].[NH2:10][CH2:11][C:12]12[CH2:19][CH2:18][CH2:17][N:16]1[CH2:15][CH2:14][CH2:13]2>>[N:16]12[CH2:17][CH2:18][CH2:19][C:12]1([CH2:11][NH:10][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[C:4]#[N:5])[CH2:13][CH2:14][CH2:15]2

Participants

3

Reactant 2

HCID 678552-FluorobenzonitrileHCID 10654304(Hexahydro-1H-pyrrolizin-7A-YL)methanamine

Product 1

HCID 104903082-[(1-Azabicyclo[3.3.0]octan-5-yl)methylamino]benzonitrile

Procedure

The procedures described in Example 1 were repeated except that 2-fluorobenzonitrile (671 mg, 5.54 mmol) and 5-aminomethyl-1-azabicyclo[3.3.0]octane (1.94 g, 13.9 mmol) were employed. In this case, the desired compound was obtained as a colorless liquid (1.26 g, 94.2%).

Sources & evidence

ORD record
ord-7e00c996ef5b457d8c3f8c8b5a1b6e9c
Source dataset
uspto-grants-1996_06
Patent number
US05530138

Reaction notes

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