2-Chloronicotinonitrile → HCID 46315385, compound

HRID 1035069Notes

Reaction equation

HRID 1035069 reaction equation
Cl[C:2]1[C:7]([C:8]#[N:9])=[CH:6][CH:5]=[CH:4][N:3]=1.C([Sn](CCCC)(CCCC)[C:15]1[CH:20]=[CH:19][N:18]=[CH:17][CH:16]=1)CCC>>[N:3]1[CH:4]=[CH:5][CH:6]=[C:7]([C:8]#[N:9])[C:2]=1[C:15]1[CH:20]=[CH:19][N:18]=[CH:17][CH:16]=1

Participants

3

Reactant 2

HCID 810792-ChloronicotinonitrileHCID 27373184-(Tri-n-butylstannyl)pyridine

Product 1

HCID 46315385HCID 46315385, compoundYield 39%

Procedure

Prepared in 39% yield from 2-chloro-3-cyanopyridine and 4-(tributylstannyl)pyridine according to the procedure described for Example 164A. MS (ESI+) m/z 181.9 (M+H)+; 1H NMR (CDCl3) δ 7.50 (dd, J=8.1, 4.7 Hz, 1H), 7.88 (d, J=6.4 Hz, 2H), 8.14 (dd, J=8.0, 1.9 Hz, 1H), 8.83 (d, J=4.4 Hz, 2H), 8.94 (dd, J=4.9, 1.9 Hz, 1H).

Sources & evidence

ORD record
ord-94da89a0da0a406b85a0a26f3cb8a9f9
Source dataset
uspto-grants-2013_10
Patent number
US08546374B2

Reaction notes

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