3-[2-Chloro-4-(2,4-difluorophenylamino)benzoyl]-4-methylbenzoic acid → HCID 58677591, compound

HRID 1012672Notes

Reaction equation

HRID 1012672 reaction equation
[Cl:1][C:2]1[CH:19]=[C:18]([NH:20][C:21]2[CH:26]=[CH:25][C:24]([F:27])=[CH:23][C:22]=2[F:28])[CH:17]=[CH:16][C:3]=1[C:4]([C:6]1[CH:7]=[C:8]([CH:12]=[CH:13][C:14]=1[CH3:15])[C:9](O)=[O:10])=[O:5].CC(C)C([SiH2][O:35][NH2:36])(C)C>>[Cl:1][C:2]1[CH:19]=[C:18]([NH:20][C:21]2[CH:26]=[CH:25][C:24]([F:27])=[CH:23][C:22]=2[F:28])[CH:17]=[CH:16][C:3]=1[C:4]([C:6]1[CH:7]=[C:8]([CH:12]=[CH:13][C:14]=1[CH3:15])[C:9]([NH:36][OH:35])=[O:10])=[O:5]

Participants

3

Reactant 2

HCID 586776023-[2-Chloro-4-(2,4-difluorophenylamino)benzoyl]-4-methylbenzoic acidHCID 123644139HCID 123644139, compound

Product 1

HCID 58677591HCID 58677591, compound

Procedure

Compound 424 (202 mg, 0.50 mmol) and O-[(dimethyl-t-butyl)silyl]-hydroxylamine (148 mg, 1.01 mmol) were treated as described for compound 337. Flash chromatography (ethyl acetate/petroleum ether: graduated from 67/33 to 100/0) provided the title compound. 13C NMR (DMSO-d6) δ 194.6, 162.9, 158.8 (dd), 155.8 (dd), 149.4, 139.5, 139.1, 133.6, 131.1, 130.3, 128.7, 127.0, 126.5 (m), 126.4, 124.1 (dd), 114.8, 111.9 (dd), 111.8, 105.0 (dd), 19.6

Sources & evidence

ORD record
ord-98f3ac179dff4461aaf93d475bd0ee46
Source dataset
uspto-grants-2011_07
Patent number
US07977387B2

Reaction notes

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