Methyl 3-amino-4-methylbenzoate → methyl 1H-indazole-6-carboxylate
反応式
[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]1参加物
5
実験手順
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.
後処理
- 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
出典と根拠
- ORDレコード
- ord-5b4f708b0c6244d7a112f0e8c44dfad3
- 出典データセット
- uspto-grants-2015_08
- 特許番号
- US09095583B2
反応ノート
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