4-Fluorobenzonitrile → 4-[2-(1-Azabicyclo[3.3.0]octan-5-yl)ethylamino]-benzonitrile

HRID 260929Notes

Reaction equation

F[C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][CH:3]=1.[N:10]12[CH2:17][CH2:16][CH2:15][C:14]1([CH2:18][CH2:19][NH2:20])[CH2:13][CH2:12][CH2:11]2>>[N:10]12[CH2:17][CH2:16][CH2:15][C:14]1([CH2:18][CH2:19][NH:20][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][CH:3]=1)[CH2:13][CH2:12][CH2:11]2

Participants

Reactant 2

HCID 145174-Fluorobenzonitrile

HCID 107969772-(Hexahydro-1H-pyrrolizin-7a-yl)ethanamine

Product 1

HCID 106586974-[2-(1-Azabicyclo[3.3.0]octan-5-yl)ethylamino]-benzonitrile

Procedure

The procedures described in Example 1 were repeated except that 4-fluorobenzonitrile (1.00 g, 8.26 mmol ) and 2-(1-azabicyclo[3.3.0]octan-5-yl)ethylamine (3.15 g, 20.4 mmol) were employed. In this case, the desired compound was obtained as a colorless liquid (2.02 g, 99.1%).

Sources & evidence

ORD record: ord-f145bbc30c9d4e319a8f9c18926c3003
Source dataset: uspto-grants-1996_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05530138

Reaction notes

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