2-Chloronicotinonitrile → HCID 68583534, compound

HRID 1512331Notes

Reaction equation

HRID 1512331 reaction equation
Cl[C:2]1[N:9]=[CH:8][CH:7]=[CH:6][C:3]=1[C:4]#[N:5].[F:10][C:11]1[CH:16]=[C:15]([F:17])[CH:14]=[CH:13][C:12]=1B(O)O>>[F:10][C:11]1[CH:16]=[C:15]([F:17])[CH:14]=[CH:13][C:12]=1[C:2]1[N:9]=[CH:8][CH:7]=[CH:6][C:3]=1[C:4]#[N:5]

Participants

3

Reactant 2

HCID 810792-ChloronicotinonitrileHCID 27343342,4-Difluorophenylboronic acid

Product 1

HCID 68583534HCID 68583534, compoundYield 78%

Procedure

Prepared in 78% yield from 2-chloronicotinonitrile and 2,4-difluorophenylboronic acid according to the procedure described for Example 153A. MS (ESI−) m/z 216.9 (M+H)+; 1H NMR (CDCl3) δ 6.97-7.09 (m, 2H), 7.45 (dd, J=8.0, 4.9 Hz, 1H), 7.57-7.64 (m, 1H), 8.09 (dd, J=8.0, 1.9 Hz, 1H), 8.90 (dd, J=5.1, 1.7 Hz, 1H).

Sources & evidence

ORD record
ord-26769f573ce84fb99eb684782a0009f6
Source dataset
uspto-grants-2012_07
Patent number
US08217067B2

Reaction notes

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