2-Chloronicotinonitrile → HCID 68583134, compound

HRID 645622Notes

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

Participants

Reactant 2

HCID 810792-Chloronicotinonitrile

HCID 27632592-(Tributylstannyl)-1,3-thiazole

Product 1

HCID 68583134HCID 68583134, compoundYield 39%

Procedure

Prepared in 39% yield from 2-chloro-3-cyanopyridine and 2-(tributylstannyl)thiazole according to the procedure described for Example 164A. MS (ESI+) m/z 187.9 (M+H)+; 1H NMR (CDCl3) δ 7.44 (dd, J=7.8, 4.7 Hz, 1H), 7.57 (d, J=3.0 Hz, 1H), 8.10-8.14 (m, 2H), 8.80 (d, J=3.4 Hz, 1H).

Sources & evidence

ORD record: ord-3d4af99cd6974c5abbee80cc1a9ed8c9
Source dataset: uspto-grants-2010_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07704997B1

Reaction notes

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