2-Methoxybenzylamine → HCID 24988236, compound

HRID 1170121Notes

Reaction equation

Cl[C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][C:8]=2[NH:12][S:13]([C:16]2[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=2)(=[O:15])=[O:14])[N:3]=1.[CH3:23][O:24][C:25]1[CH:32]=[CH:31][CH:30]=[CH:29][C:26]=1[CH2:27][NH2:28]>>[F:22][C:19]1[CH:20]=[CH:21][C:16]([S:13]([NH:12][C:8]2[CH:7]=[CH:6][CH:5]=[C:4]3[C:9]=2[CH:10]=[CH:11][C:2]([NH:28][CH2:27][C:26]2[CH:29]=[CH:30][CH:31]=[CH:32][C:25]=2[O:24][CH3:23])=[N:3]3)(=[O:15])=[O:14])=[CH:17][CH:18]=1

Participants

Reactant 2

HCID 812922-Methoxybenzylamine

HCID 86619495HCID 86619495, compound

Product 1

HCID 24988236HCID 24988236, compound

Procedure

N-(2-Chloro-quinolin-5-yl)-4-fluoro-benzenesulfonamide (200 mg, 0.593 mmol) and 2-methoxybenzylamine (171 mg, 1.25 mmol) were stirred in a sealed tube at 120° C. overnight. The reaction mixture was purified by flash chromatography on silica gel (cyclohexane/ethyl acetate 100:0->50:50 gradient). The title compound was obtained as a yellow solid (87 mg, 33%), MS: m/e=438.1 ((M+H+).

Workup

customThe reaction mixture was purified by flash chromatography on silica gel (cyclohexane/ethyl acetate 100:0->50:50 gradient)

Sources & evidence

ORD record: ord-db7d0ef39bc745e79221aa5eec9a8079
Source dataset: uspto-grants-2010_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07825253B2

Reaction notes

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