Methylamine → HCID 68183334, compound

HRID 513787Notes

Reaction equation

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

Participants

Reactant 2

HCID 6329Methylamine

HCID 68183202HCID 68183202, compound

Product 1

HCID 68183334HCID 68183334, compoundYield 50%

Procedure

In a similar fashion using route 53 general procedure 122, 8-benzenesulfonylamino-quinoline-4-carboxylic acid methyl ester 225 (50 mg, 0.15 mmol) and methyl amine (33% in EtOH, 3 ml) gave the title compound (23 mg, 50%) after purification by column chromatography with DCM/MeOH (95:5) as the eluent.

Sources & evidence

ORD record: ord-00683cc518fe4367932a3525053448bd
Source dataset: uspto-grants-2015_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09102688B2

Reaction notes

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