Methyl 6-nitro-1H-indole-2-carboxylate → Methyl 6-amino-1H-indole-2-carboxylate

HRID 23153노트

반응식

HRID 23153 반응식
[CH3:1][O:2][C:3]([C:5]1[NH:6][C:7]2[C:12]([CH:13]=1)=[CH:11][CH:10]=[C:9]([N+:14]([O-])=O)[CH:8]=2)=[O:4]>CO.C(OC(=O)C)C.[Pd]>[CH3:1][O:2][C:3]([C:5]1[NH:6][C:7]2[C:12]([CH:13]=1)=[CH:11][CH:10]=[C:9]([NH2:14])[CH:8]=2)=[O:4]

참가 물질

4

반응물 1

HCID 11816863Methyl 6-nitro-1H-indole-2-carboxylate

생성물 1

HCID 22060206Methyl 6-amino-1H-indole-2-carboxylate

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 21584119Ethylacetate methanol용매

실험 절차

To a solution of 6-Nitro-1H-indole-2-carboxylic acid methyl ester (108) 200 mg (0.91 mmole) in a mixture of methanol/ethylacetate 1:1 10% Pd/C (40 mg) was added. The flask was rinsed 3 times with hydrogen and filled with hydrogen at 30 to 35 psi. The suspension was stirred vigorously at room temperature for 30 minutes. The catalyst was filtered off, the filtrate was evaporated in vacuo to dryness. The resulted 6-amino-1H-indole-2-carboxylic acid methyl ester gave a single spot on TLC (Silica, toluene-ethylacetate 7:3, Rf:0.31) and was used for the next step without purification

후처리

  1. additionwas added
  2. washThe flask was rinsed 3 times with hydrogen
  3. additionfilled with hydrogen at 30 to 35 psi
  4. filtrationThe catalyst was filtered off
  5. customthe filtrate was evaporated in vacuo to dryness

출처 및 근거

ORD 기록
ord-cdd6a8e0b30745f3a6723f492fb8731a
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06849713B2

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