3-(Trifluoromethoxy)benzoyl chloride → HCID 45140541, compound

HRID 552436Notes

Reaction equation

HRID 552436 reaction equation
[NH2:1][C:2]1[C:3]([F:20])=[CH:4][C:5]([F:19])=[C:6]([CH:18]=1)[O:7][C:8]1[CH:13]=[CH:12][N:11]=[C:10]([NH2:14])[C:9]=1[N+:15]([O-:17])=[O:16].[F:21][C:22]([F:34])([F:33])[O:23][C:24]1[CH:25]=[C:26]([CH:30]=[CH:31][CH:32]=1)[C:27](Cl)=[O:28]>>[NH2:14][C:10]1[C:9]([N+:15]([O-:17])=[O:16])=[C:8]([O:7][C:6]2[C:5]([F:19])=[CH:4][C:3]([F:20])=[C:2]([NH:1][C:27](=[O:28])[C:26]3[CH:30]=[CH:31][CH:32]=[C:24]([O:23][C:22]([F:21])([F:33])[F:34])[CH:25]=3)[CH:18]=2)[CH:13]=[CH:12][N:11]=1

Participants

3

Reactant 2

HCID 5228543-(Trifluoromethoxy)benzoyl chlorideHCID 45140343HCID 45140343, compound

Product 1

HCID 45140541HCID 45140541, compoundYield 88%

Procedure

Method H was used with 4-(5-amino-2,4-difluorophenoxy)-3-nitropyridin-2-amine and 3-(trifluoromethoxy)benzoyl chloride to afford the title compound as a yellow solid (0.33 g, 88%). 1H NMR δ (DMSO): 6.09 (d, 1H, Hpy,5, J=5.5 Hz), 7.26 (bs, 2H, NH2), 7.7 (m, 3H, Harom), 7.90 (s, 1H, Harom,2′), 8.0 (d, 1H, Harom), 8.06 (d, 1H, Hpy,6, J=5.5 Hz), 10.4 (bs, 1H, NHamide). 19F NMR δ (DMSO): −56.78 (s, 1F, CF3), −118.54 (s, 1F, aromF), −129.58 (s, 1F, aromF).

Sources & evidence

ORD record
ord-aa257daa81be4996b5bc375dec816fd6
Source dataset
uspto-grants-2011_05
Patent number
US07951819B2

Reaction notes

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