2-Chloronicotinonitrile → HCID 46312071, compound

HRID 645612Notes

Reaction equation

HRID 645612 reaction equation
Cl[C:2]1[C:7]([C:8]#[N:9])=[CH:6][CH:5]=[CH:4][N:3]=1.[F:10][C:11]1[CH:12]=[C:13](B(O)O)[CH:14]=[CH:15][CH:16]=1>>[F:10][C:11]1[CH:16]=[C:15]([C:2]2[N:3]=[CH:4][CH:5]=[CH:6][C:7]=2[C:8]#[N:9])[CH:14]=[CH:13][CH:12]=1

Participants

3

Reactant 2

HCID 810792-ChloronicotinonitrileHCID 27339863-Fluorophenylboronic acid

Product 1

HCID 46312071HCID 46312071, compoundYield 91%

Procedure

Prepared in 91% yield from 2-chloro-3-cyanopyridine and 3-fluorophenylboronic acid according to the procedure described for Example 153A. MS (ESI−) m/z 264.9 (M+H)+; 1H NMR (CDCl3) δ 7.19-7.26 (m, 1H), 7.42 (dd, J=8.0, 4.9 Hz, 1H), 7.47-7.54 (m, 1H), 7.65 (ddd, J=9.7, 2.2, 2.0 Hz, 1H), 7.75 (d, J=7.8 Hz, 1H), 8.10 (dd, J=8.1, 1.9 Hz, 1H), 8.89 (dd, J=4.7, 1.7 Hz, 1H).

Sources & evidence

ORD record
ord-dc6372d2935b4be799e02bb458df88c9
Source dataset
uspto-grants-2010_04
Patent number
US07704997B1

Reaction notes

Loading…