반응식
[CH3:1][N:2]1[C:7](=[O:8])[CH:6]=[C:5]([C:9]2[CH:14]=[CH:13][N:12]=[CH:11][N:10]=2)[N:4]=[C:3]1[O:15][CH:16]1[CH2:21][CH2:20][N:19]([C:22]2[CH:23]=[CH:24][C:25]3[N:30](COCC[Si](C)(C)C)[C:29](=[O:39])[O:28][CH2:27][C:26]=3[CH:40]=2)[CH2:18][CH2:17]1.Cl.O.C(=O)([O-])O.[Na+]>O1CCCC1>[CH3:1][N:2]1[C:7](=[O:8])[CH:6]=[C:5]([C:9]2[CH:14]=[CH:13][N:12]=[CH:11][N:10]=2)[N:4]=[C:3]1[O:15][CH:16]1[CH2:21][CH2:20][N:19]([C:22]2[CH:23]=[CH:24][C:25]3[NH:30][C:29](=[O:39])[O:28][CH2:27][C:26]=3[CH:40]=2)[CH2:18][CH2:17]1참가 물질
반응물 4
생성물 1
시약·촉매·용매 1
반응 조건
- 온도
- 70 °C
실험 절차
To a solution of 1-methyl-2-{[1-(2-oxo-1{[2-(trimethylsilyl)ethoxy]methyl}-1,4-dihydro-2H-3,1-benzoxazin-6-yl)piperidin-4-yl]oxy}-1H-[4,4′]bipyrimidinyl-6-one (78 mg, 0.14 mmol) in tetrahydrofuran (1.4 ml) was added 6N aqueous hydrochloric acid (1.4 ml, 8.4 mmol). The mixture was stirred at 70° C. for 3 hours. The mixture was poured into water. The aqueous solution was neutralized with sodium hydrogen carbonate. Extraction with dichloromethane was performed three times. The organic layer was dried over sodium sulfate and concentrated in vacuo. The residue was purified by silica gel column chromatography (eluent; chloroform/methanol=98/2) to afford 1-methyl-2-{[1-(2-oxo-1,4-dihydro-2H-3,1-benzoxazin-6-yl)piperidin-4-yl]oxy}-1H-[4,4′]bipyrimidinyl-6-one as a pale yellow solid (22 mg, 0.051 mmol, 38%).
후처리
- extractionExtraction with dichloromethane
- dry with materialThe organic layer was dried over sodium sulfate
- concentrationconcentrated in vacuo
- customThe residue was purified by silica gel column chromatography (eluent; chloroform/methanol=98/2)
출처 및 근거
- ORD 기록
- ord-a70659b8e5af4006971f8fb1139a386c
- 출처 데이터셋
- uspto-grants-2015_04
- 특허 번호
- US09006232B2
연결된 노트
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