Реакция #595382

Уравнение реакции

methyl 3-amino-4-methylbenzoate

sodium nitrite

→

title compound

methyl 1H-indazole-6-carboxylate

Растворители

AcOH

H2O

Условия реакции

Обработка

1. 1
   workup.ADDITIONAfter addition
2. 2
   ДругоеThen half of the solvent was removed under reduced pressure
3. 3
   workup.ADDITIONthe resulting mixture was diluted with H2O
4. 4
   Экстракцияextracted with EtOAc
5. 5
   ПромывкаThe combined organics were washed H2O and brine
6. 6
   Концентрированиеconcentrated

Методика

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.

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