Methyl 3-amino-4-methylbenzoate → methyl 1H-indazole-6-carboxylate

HRID 508200

반응식

HRID 508200 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]1

참가 물질

5

반응물 2

HCID 337778Methyl 3-amino-4-methylbenzoateHCID 23668193Sodium Nitrite

생성물 1

HCID 286535methyl 1H-indazole-6-carboxylate

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 962Water용매

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

  1. additionAfter addition
  2. customThen half of the solvent was removed under reduced pressure
  3. additionthe resulting mixture was diluted with H2O
  4. extractionextracted with EtOAc
  5. washThe combined organics were washed H2O and brine
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-5b4f708b0c6244d7a112f0e8c44dfad3
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09095583B2

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