2-Chloronicotinonitrile → HCID 68583512, compound

HRID 645611Notes

Reaction equation

HRID 645611 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]([F:23])([F:22])[O:12][C:13]1[CH:14]=[C:15](B(O)O)[CH:16]=[CH:17][CH:18]=1>>[F:10][C:11]([F:22])([F:23])[O:12][C:13]1[CH:18]=[C:17]([C:2]2[N:3]=[CH:4][CH:5]=[CH:6][C:7]=2[C:8]#[N:9])[CH:16]=[CH:15][CH:14]=1

Participants

3

Reactant 2

HCID 810792-ChloronicotinonitrileHCID 27343853-(Trifluoromethoxy)phenylboronic Acid (contains varying amounts of Anhydride)

Product 1

HCID 68583512HCID 68583512, compoundYield 91%

Procedure

Prepared in 91% yield from 2-chloro-3-cyanopyridine and 3-trifluoromethoxyphenylboronic acid according to the procedure described for Example 153A. MS (ESI−) m/z 264.9 (M+H)+; 1H NMR (CDCl3) δ 7.37-7.45 (m, 2H), 7.57 (dd, J=8.0, 8.0 Hz, 1H), 7.82 (br s, 1H), 7.91 (d, J=7.8 Hz, 1H), 8.11 (dd, J=7.8, 1.7 Hz, 1H), 8.90 (dd, J=4.7, 1.7 Hz, 1H).

Sources & evidence

ORD record
ord-e9a0e20debba473d8772c6f5cd820391
Source dataset
uspto-grants-2010_04
Patent number
US07704997B1

Reaction notes

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