Carzenide → HCID 71208512, compound

HRID 1887931Notes

Reaction equation

Cl.[NH2:2][CH2:3][C:4]1[C:13](=[O:14])[C:12]2[C:7](=[N:8][C:9]([C:15]([F:18])([F:17])[F:16])=[CH:10][CH:11]=2)[N:6]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[C:5]=1[C:25]([O:27][CH3:28])=[O:26].[S:29]([C:33]1[CH:41]=[CH:40][C:36]([C:37](O)=[O:38])=[CH:35][CH:34]=1)(=[O:32])(=[O:31])[NH2:30]>>[CH3:28][O:27][C:25]([C:5]1[N:6]([C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)[C:7]2[C:12]([C:13](=[O:14])[C:4]=1[CH2:3][NH:2][C:37](=[O:38])[C:36]1[CH:40]=[CH:41][C:33]([S:29](=[O:32])(=[O:31])[NH2:30])=[CH:34][CH:35]=1)=[CH:11][CH:10]=[C:9]([C:15]([F:16])([F:17])[F:18])[N:8]=2)=[O:26]

Participants

Reactant 2

HCID 8739Carzenide

HCID 712084273-Aminomethyl-4-oxo-1-phenyl-7-trifluoromethyl-1,4-dihydro-[1,8]naphthyridine-2-carboxylic acid methyl ester hydrochloride

Product 1

HCID 71208512HCID 71208512, compound

Procedure

4-Oxo-1-phenyl-3-[(4-sulfamoyl-benzoylamino)-methyl]-7-trifluoromethyl-1,4-dihydro-[1,8]naphthyridine-2-carboxylic acid methyl ester was prepared starting from intermediate J and 4-sulfamoyl-benzoic acid. 1H NMR (400 MHz, DMSO-d6) δ ppm 8.90 (d, J=8.06 Hz, 1H) 8.77 (t, J=4.63 Hz, 1H) 7.91-8.00 (m, 3H) 7.83-7.89 (m, 2H) 7.52-7.59 (m, 3H) 7.47 (s, 2H) 7.43 (dd, J=6.75, 2.72 Hz, 2H) 4.46 (d, J=4.83 Hz, 2H) 3.40 (s, 3H). MS calcd. for C25H19F3N4O6S [(M+H)+] 561.1, obsd. 561.1.

Sources & evidence

ORD record: ord-41310d641b87495c82d95f76b6c06680
Source dataset: uspto-grants-2013_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08501732B2

Reaction notes

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