반응식
[C:1]([NH:4][CH2:5][C:6]12[CH2:11][CH:10]1[CH2:9][NH:8][CH2:7]2)(=[O:3])[CH3:2].[CH2:12](N(CC)CC)[CH3:13].Cl[C:20]1[N:29]=[C:28]2[C:23]([C:24](=[O:41])[C:25]([C:38]([OH:40])=[O:39])=[CH:26][N:27]2[C:30]2[CH:35]=[CH:34][C:33]([F:36])=[CH:32][C:31]=2[F:37])=[CH:22][C:21]=1[F:42].N1C2C(=CC=CN=2)C=CC=1>C(#N)C>[C:1]([NH:4][CH2:5][C:6]12[CH2:11][CH:10]1[CH2:9][N:8]([C:20]1[N:29]=[C:28]3[C:23]([C:24](=[O:41])[C:25]([C:38]([O:40][CH2:12][CH3:13])=[O:39])=[CH:26][N:27]3[C:30]3[CH:35]=[CH:34][C:33]([F:36])=[CH:32][C:31]=3[F:37])=[CH:22][C:21]=1[F:42])[CH2:7]2)(=[O:3])[CH3:2]참가 물질
반응물 4
생성물 1
시약·촉매·용매 1
실험 절차
A mixture of 1-[(N-acetyl)aminomethyl]-3-azabicyclo[3.1.0]hexane (115.5 mg, 0.75 mmol) and triethylamine (312 μl, 2.25 mmol) in acetonitrile (20 ml) was treated with the ethyl ester of 7-chloro-6-fluoro-1-(2,4-difluorophenyl)-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid (283 mg, 0.74 mmol) and heated to 80° for 20 hours. Additional 1-(N-acetyl)-aminomethyl-3-azabicyclo[3.1.0]hexane (97 mg) was added portionwise over 2.5 hours until thin layer chromatography indicated the absence of starting naphthyridine. The reaction mixture was concentrated in vacuo, and the residue chromatographed on silica gel (eluant: 189:10:1 chloroform:methanol:concentrated ammonium hydroxide). The title product was obtained as a colorless oil (280.3 mg, 0.56 mmol, 76% yield).
후처리
- temperatureheated to 80° for 20 hours
- concentrationThe reaction mixture was concentrated in vacuo
- customthe residue chromatographed on silica gel (eluant: 189:10:1 chloroform:methanol:concentrated ammonium hydroxide)
출처 및 근거
- ORD 기록
- ord-a0316a98f81d40b4918b1a91f0e1fb74
- 출처 데이터셋
- uspto-grants-1992_11
- 특허 번호
- US05164402
연결된 노트
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