4-Dimethylaminomethylene-7-fluoro-3,4-dihydro-1H-benzo[b]azepine-2,5-dione → 4-(10-Fluoro-6-oxo-6,7-dihydro-5H-benzo[b]pyrimido[4,5-d]azepin-2-ylamino)-benzoic acid

HRID 2373374Notes

Reaction equation

HRID 2373374 reaction equation
CN([CH:4]=[C:5]1[CH2:11][C:10](=[O:12])[NH:9][C:8]2[CH:13]=[CH:14][C:15]([F:17])=[CH:16][C:7]=2[C:6]1=O)C.[NH:19]([C:23]1[CH:31]=[CH:30][C:26]([C:27]([OH:29])=[O:28])=[CH:25][CH:24]=1)[C:20]([NH2:22])=[NH:21]>>[F:17][C:15]1[CH:14]=[CH:13][C:8]2[NH:9][C:10](=[O:12])[CH2:11][C:5]3[CH:4]=[N:22][C:20]([NH:19][C:23]4[CH:31]=[CH:30][C:26]([C:27]([OH:29])=[O:28])=[CH:25][CH:24]=4)=[N:21][C:6]=3[C:7]=2[CH:16]=1

Participants

3

Reactant 2

HCID 669346104-Dimethylaminomethylene-7-fluoro-3,4-dihydro-1H-benzo[b]azepine-2,5-dioneHCID 178512548HCID 178512548, compound

Product 1

HCID 598515954-(10-Fluoro-6-oxo-6,7-dihydro-5H-benzo[b]pyrimido[4,5-d]azepin-2-ylamino)-benzoic acid

Procedure

In a manner similar to that described for Method H, 4-dimethylaminomethylene-7-fluoro-3,4-dihydro-1H-benzo[b]azepine-2,5-dione (v-f) and 4-guanidinobenzoic acid were converted to I-5 (98%): HRMS Calcd. for C19H13FN4O3: 365.1049, Found 365.1069.

Sources & evidence

ORD record
ord-95a16c39ecab46bd9e90d010a9763e9a
Source dataset
uspto-grants-2008_12
Patent number
US07459448B2

Reaction notes

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