Tetrahydrofuran → 6-Amino-4-methyl-beta-carboline-3-carboxylic-acid-ethylester

HRID 1085448노트

반응식

HRID 1085448 반응식
[CH2:1]([O:3][C:4]([C:6]1[N:7]=[CH:8][C:9]2[NH:10][C:11]3[C:16]([C:17]=2[C:18]=1[CH3:19])=[CH:15][C:14]([N+:20]([O-])=O)=[CH:13][CH:12]=3)=[O:5])[CH3:2].O1CCCC1>C(O)C.[C].[Pd]>[CH2:1]([O:3][C:4]([C:6]1[N:7]=[CH:8][C:9]2[NH:10][C:11]3[C:16]([C:17]=2[C:18]=1[CH3:19])=[CH:15][C:14]([NH2:20])=[CH:13][CH:12]=3)=[O:5])[CH3:2]

참가 물질

5

반응물 2

HCID 8028TetrahydrofuranHCID 130373364-Methyl-6-nitro-beta-carbolin-3-carboxylic acid ethyl ester

생성물 1

HCID 130373386-Amino-4-methyl-beta-carboline-3-carboxylic-acid-ethylester수율 88.9%

시약·촉매·용매 2

HCID 178418390HCID 178418390, 화합물촉매HCID 702Ethanol용매

실험 절차

1.02 g of 4-methyl-6-nitro-β-carbolin-3-carboxylic acid ethyl ester is dissolved or suspended in 30 ml of ethanol and 6 ml of tetrahydrofuran and, after the addition of 150 ml of palladium-carbon (10%), is hydrogenated at 24° C. and normal pressure. Within 3.5 hours, 210 ml of hydrogen is absorbed. The solution is filtered off and the catalyst and the solvent is distilled off in vacuo. The crude product is recrystallized from methanol-chloroform. 816 mg of 6-amino-4-methyl-β-carbolin-3-carboxylic acid ethyl ester of melting point 225°-238° C. (decomposition) is obtained.

후처리

  1. customis hydrogenated at 24° C.
  2. custom210 ml of hydrogen is absorbed
  3. filtrationThe solution is filtered off
  4. distillationthe catalyst and the solvent is distilled off in vacuo
  5. customThe crude product is recrystallized from methanol-chloroform

출처 및 근거

ORD 기록
ord-cc63fabfe0d3425bb62c6a0fa6ded733
출처 데이터셋
uspto-grants-1991_04
특허 번호
US05010077

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