6-Chloro-3-pyridinecarbonitrile → HCID 25132820, compound

HRID 2262566Notes

Reaction equation

HRID 2262566 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:12]([C:13]3[N:14]=[CH:15][NH:16][CH:17]=3)=[C:11]([C:18]([F:21])([F:20])[F:19])[O:10][N:9]=2)=[CH:4][CH:3]=1.Cl[C:23]1[N:28]=[CH:27][C:26]([C:29]#[N:30])=[CH:25][CH:24]=1>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:12]([C:13]3[N:14]=[CH:15][N:16]([C:23]4[CH:24]=[CH:25][C:26]([C:29]#[N:30])=[CH:27][N:28]=4)[CH:17]=3)=[C:11]([C:18]([F:21])([F:19])[F:20])[O:10][N:9]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 51520946-Chloro-3-pyridinecarbonitrileHCID 178505600HCID 178505600, compound

Product 1

HCID 25132820HCID 25132820, compoundYield 74%

Procedure

As described for Example 24, 3-(4-fluoro-phenyl)-4-(1H-imidazol-4-yl)-5-trifluoromethyl-isoxazole (150 mg, 0.51 mmol), using 6-chloro-3-pyridinecarbonitrile instead of 4-fluoroacetophenone, was converted to the title compound (149.5 mg, 74%) which was obtained as a white solid. MS: m/e=398.3 [M−H]−.

Sources & evidence

ORD record
ord-c5e265a90b934fc6ac673b13afddb3a7
Source dataset
uspto-grants-2010_12
Patent number
US07851469B2

Reaction notes

Loading…