Methyl 3-amino-4-methylbenzoate → methyl 1H-indazole-6-carboxylate
반응식
[NH2:1][C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][C:11]=1[CH3:12])[C:5]([O:7][CH3:8])=[O:6].[N:13]([O-])=O.[Na+]>CC(O)=O.O>[NH:1]1[C:2]2[C:11](=[CH:10][CH:9]=[C:4]([C:5]([O:7][CH3:8])=[O:6])[CH:3]=2)[CH:12]=[N:13]1참가 물질
5
실험 절차
To a solution of methyl 3-amino-4-methylbenzoate D-1 (5.0 g, 30 mmol) in AcOH (140 mL) at 0° C. was added a solution of sodium nitrite (2.1 g, 30 mmol) in H2O (3.5 mL). After addition, the mixture was stirred at rt for 24 h. Then half of the solvent was removed under reduced pressure and the resulting mixture was diluted with H2O, and extracted with EtOAc. The combined organics were washed H2O and brine, and concentrated to give the title compound. LCMS (ESI) calc'd for C9H9N2O2 [M+H]+: 177. found 177.
후처리
- additionAfter addition
- customThen half of the solvent was removed under reduced pressure
- additionthe resulting mixture was diluted with H2O
- extractionextracted with EtOAc
- washThe combined organics were washed H2O and brine
- concentrationconcentrated
출처 및 근거
- ORD 기록
- ord-5b4f708b0c6244d7a112f0e8c44dfad3
- 출처 데이터셋
- uspto-grants-2015_08
- 특허 번호
- US09095583B2
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