Benzylamine → 2-(benzylamino)nicotinonitrile

HRID 1512339Notes

Reaction equation

HRID 1512339 reaction equation
F[C:2]1[N:9]=[CH:8][CH:7]=[CH:6][C:3]=1[C:4]#[N:5].[CH2:10]([NH2:17])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>>[CH2:10]([NH:17][C:2]1[N:9]=[CH:8][CH:7]=[CH:6][C:3]=1[C:4]#[N:5])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

3

Reactant 2

HCID 7504BenzylamineHCID 27832543-Cyano-2-fluoropyridine

Product 1

HCID 5621582-(benzylamino)nicotinonitrileYield 66%

Procedure

Prepared in 66% yield from 2-fluoronicotinonitrile and benzylamine according to the procedure described for Example 178A. MS (ESI+) m/z 210.0 (M+H)+; 1H NMR (DMSO-d6) δ 4.59 (d, J=6.1 Hz, 2H), 6.64 (dd, J=7.6, 4.9 HZ, 1H), 7.16-7.24 (m, 1H), 7.26-7.32 (m, 5H), 7.71 (dd, J=5.9, 5.9 Hz, 1H), 7.91 (dd, J=7.6, 1.9 Hz, 1H), 8.23 (dd, J=4.9, 1.9 Hz, 1H).

Sources & evidence

ORD record
ord-ba1e49a2d8484e1eb9f6536eb0e99e54
Source dataset
uspto-grants-2012_07
Patent number
US08217067B2

Reaction notes

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