Hydrazinecarboxaldehyde, 1-methyl- → 8-chloro-3-ethoxycarbonyl-7-fluoro-1-(N-formyl-N-methylamino)-4-oxo-1,4-dihydro-benzo[b][1,8]naphthyridine

HRID 1084370노트

반응식

HRID 1084370 반응식
Cl[C:2]1[C:11]([C:12]([C:14](=[CH:20][N:21](C)C)[C:15]([O:17][CH2:18][CH3:19])=[O:16])=[O:13])=[CH:10][C:9]2[C:4](=[CH:5][C:6]([Cl:25])=[C:7]([F:24])[CH:8]=2)[N:3]=1.[CH:26]([N:28]([CH3:30])N)=[O:27].C1CCN2C(=NCCC2)CC1>C(O)C>[Cl:25][C:6]1[C:7]([F:24])=[CH:8][C:9]2[C:4]([CH:5]=1)=[N:3][C:2]1[N:21]([N:28]([CH:26]=[O:27])[CH3:30])[CH:20]=[C:14]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[C:12](=[O:13])[C:11]=1[CH:10]=2

참가 물질

5

반응물 3

HCID 12962Hydrazinecarboxaldehyde, 1-methyl-HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 54015905Ethyl 2-(2,7-dichloro-6-fluoroquinoline-3-carbonyl)-3-dimethylaminoacrylate

생성물 1

HCID 147005518-chloro-3-ethoxycarbonyl-7-fluoro-1-(N-formyl-N-methylamino)-4-oxo-1,4-dihydro-benzo[b][1,8]naphthyridine수율 86.9%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

The 8-chloro-3-ethoxycarbonyl-7-fluoro-1-(N-formyl-N-methylamino)-4-oxo-1,4-dihydro-benzo[b][1,8]naphthpyridine is prepared under the conditions of Example 1 but starting from 19.25 g of ethyl 2-(2,7-dichloro-6-fluoroquinoline-3-carbonyl)-3-dimethylaminoacrylate, 4.05 g of N-formyl-N-methylhydrazine and 1.6 g of DBU in 200 cm3 of ethanol. 16.4 g of 8-chloro-3-ethoxycarbonyl-7-fluoro-1-(N-formyl-N-methyl-amino)-4-oxo-1,4-dihydro-benzo[b][1,8]naphthyridine are obtained in the form of a colorless solid melting at 296°-298° C., which is used for the subsequent steps without further purification.

출처 및 근거

ORD 기록
ord-28c9fe0014a5463eaccdd2f0d16ba989
출처 데이터셋
uspto-grants-1991_04
특허 번호
US05004745

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