2-Chloronicotinonitrile → HCID 20523912, compound

HRID 1035068Notes

Reaction equation

HRID 1035068 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:16]=[N:17][CH:18]=[CH:19][CH:20]=1)CCC>>[N:3]1[CH:4]=[CH:5][CH:6]=[C:7]([C:8]#[N:9])[C:2]=1[C:15]1[CH:16]=[N:17][CH:18]=[CH:19][CH:20]=1

Participants

3

Reactant 2

HCID 810792-ChloronicotinonitrileHCID 34838483-(Tributylstannyl)pyridine

Product 1

HCID 20523912HCID 20523912, compoundYield 84%

Procedure

Prepared in 84% yield from 2-chloro-3-cyanopyridine and 3-(tributylstannyl)pyridine according to the procedure described for Example 164A. MS (ESI+) m/z 182.0 (M+H)+; 1H NMR (CDCl3) δ 7.44-7.51 (m, 2H), 8.13 (dd, J=7.8, 1.7 Hz, 1H), 8.27-8.31 (m, 1H), 8.77 (d, J=4.7 Hz, 1H), 8.93 (dd, J=8.9, 1.9 Hz, 1H), 9.19 (br s, 1H).

Sources & evidence

ORD record
ord-9f5f3c95eb024fe8ade4ac6d0bbe77c1
Source dataset
uspto-grants-2013_10
Patent number
US08546374B2

Reaction notes

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