HRID275207

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID6342

Acetonitrile

C2H3N

结构：O=C(O)c1cn(-c2ccc(F)cc2F)c2nc(Cl)c(F)cc2c1=O

HCID10546084

7-Chloro-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid

C15H6ClF3N2O3

HCID20089946

未命名化合物

PRODUCTS

生成物

结构：CCOC(=O)c1cn(-c2ccc(F)cc2F)c2nc(N3CCC4CC4(NC(=O)OC(C)(C)C)C3)c(F)cc2c1=O

HCID86746342

未命名化合物

收率 88%

PROCEDURE

实验过程

A solution of 1-tert-butoxycarbonylamino-3-azabicyclo[4.1.0]heptane (200 mg, 0.94 mmol) and the ethyl ester of 7-chloro-6-fluoro-1-(2,4-difluorophenyl)-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid (327 mg, 0.85 mmol) in acetonitrile (12 ml) was heated at reflux for 3 hours. Solvent was removed in vacuo, and the residue was chromatographed on silica gel (eluant: 50% ethyl acetate/hexane) to afford the title product as an off-white solid (423 mg, 0.758 mmol, 88% yield).

WORKUP

后处理

temperatureat reflux for 3 hours
customSolvent was removed in vacuo
customthe residue was chromatographed on silica gel (eluant: 50% ethyl acetate/hexane)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-4fd1f2f294dc420d8aa7b34e18146126
来源数据集: uspto-grants-1995_02
DOI: 10.6084/m9.figshare.5104873.v1
专利: US05391763
来源说明: uspto-grants-1995_02

反应 SMILES

[C:1]([O:5][C:6]([NH:8][C:9]12[CH2:15][CH:14]1[CH2:13][CH2:12][NH:11][CH2:10]2)=[O:7])([CH3:4])([CH3:3])[CH3:2].Cl[C:17]1[N:26]=[C:25]2[C:20]([C:21](=[O:38])[C:22]([C:35]([OH:37])=[O:36])=[CH:23][N:24]2[C:27]2[CH:32]=[CH:31][C:30]([F:33])=[CH:29][C:28]=2[F:34])=[CH:19][C:18]=1[F:39].[C:40](#N)[CH3:41]>>[C:1]([O:5][C:6]([NH:8][C:9]12[CH2:15][CH:14]1[CH2:13][CH2:12][N:11]([C:17]1[N:26]=[C:25]3[C:20]([C:21](=[O:38])[C:22]([C:35]([O:37][CH2:40][CH3:41])=[O:36])=[CH:23][N:24]3[C:27]3[CH:32]=[CH:31][C:30]([F:33])=[CH:29][C:28]=3[F:34])=[CH:19][C:18]=1[F:39])[CH2:10]2)=[O:7])([CH3:4])([CH3:2])[CH3:3]