2-Chloronicotinonitrile → HCID 68585087, compound

HRID 645609Notes

Reaction equation

HRID 645609 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][C:16]=1[F:17]>>[F:10][C:11]1[CH:12]=[C:13]([C:2]2[N:3]=[CH:4][CH:5]=[CH:6][C:7]=2[C:8]#[N:9])[CH:14]=[CH:15][C:16]=1[F:17]

Participants

3

Reactant 2

HCID 810792-ChloronicotinonitrileHCID 27343373,4-Difluorobenzeneboronic acid

Product 1

HCID 68585087HCID 68585087, compoundYield 77%

Procedure

Prepared in 77% yield from 2-chloro-3-cyanopyridine and 3,4-difluorophenylboronic acid according to the procedure described for Example 153A. 1H NMR (DMSO-d6) δ 7.62-7.71 (m, 2H), 7.74-7.79 (m, 1H), 7.95 (ddd, J=11.7, 7.8, 2.2 Hz, 1H), 8.46 (dd, J=7.8, 1.7 Hz, 1H) 8.94 (dd, J=5.1, 1.7 Hz, 1H).

Sources & evidence

ORD record
ord-403e96900fb146b7891cb8314f5d344b
Source dataset
uspto-grants-2010_04
Patent number
US07704997B1

Reaction notes

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