2-Chloronicotinonitrile → 2-(2-Chlorophenyl)-3-pyridinecarbonitrile

HRID 645615Notes

Reaction equation

HRID 645615 reaction equation
Cl[C:2]1[C:7]([C:8]#[N:9])=[CH:6][CH:5]=[CH:4][N:3]=1.[Cl:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1B(O)O>>[Cl:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[C:2]1[N:3]=[CH:4][CH:5]=[CH:6][C:7]=1[C:8]#[N:9]

Participants

3

Reactant 2

HCID 810792-ChloronicotinonitrileHCID 27343222-Chlorophenylboronic acid

Product 1

HCID 539043022-(2-Chlorophenyl)-3-pyridinecarbonitrileYield 18%

Procedure

Prepared in 18% yield from 2-chloro-3-cyanopyridine and 2-chlorophenylboronic acid according to the procedure described for Example 153A. MS (ESI−) m/z 215.0 (M+H)+; 1H NMR (CDCl3) δ 7.41-7.49 (m, 4H), 7.53-7.56 (m, 1H), 8.09 (dd, J=7.8, 1.7 Hz, 1H), 8.90 (dd, J=5.1, 1.7 Hz, 1H).

Sources & evidence

ORD record
ord-1f16a939d32547b3b2eac1213955efc2
Source dataset
uspto-grants-2010_04
Patent number
US07704997B1

Reaction notes

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