O-Butylhydroxylamine → N-Butoxy-3-[2-chloro-4-(2,4-difluoro-phenylamino)-benzoyl]-4-methyl-benzamide

Participants

Role	Name	HCID	Charge
Reactant	O-Butylhydroxylamine	HCID 3014370	—
Reactant	3-[2-Chloro-4-(2,4-difluorophenylamino)benzoyl]-4-methylbenzoic acid	HCID 58677602	—
Product	N-Butoxy-3-[2-chloro-4-(2,4-difluoro-phenylamino)-benzoyl]-4-methyl-benzamide	HCID 58677548	—

Reaction Steps

Compound 424 (100 mg, 0.25 mmol) and O-butyl-hydroxylamine (63 mg, 0.50 mmol) were treated as described for compound 337. Flash chromatography (ethyl acetate/petroleum ether: graduated from 20/80 to 60/40) provided the title compound. 13C NMR (CDCl3) δ 195.4, 165.9, 159.3 (dd), 155.7 (dd), 148.3, 142.0, 139.8, 135.4, 133.8, 131.7, 129.5, 129.1, 128.6, 127.7, 124.6 (dd), 124.1 (dd), 116.2, 112.8, 111.7 (dd), 105.0 (dd), 76.9, 30.1, 20.4, 19.1, 13.8

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07977387B2
Source dataset	uspto-grants-2011_07
ORD ID	ord-730fc1ad86c24024999167489580902e
Source note	uspto-grants-2011_07