HCID 489113, 화합물 → HCID 510558, 화합물

HRID 843166노트

반응식

HRID 843166 반응식
[CH2:1]([O:3][C:4]([C:6]1[O:7][C:8]2[CH:15]=[CH:14][CH:13]=[C:12]([O:16][CH2:17][CH2:18][CH2:19][NH:20]CC3C=CC=CC=3)[C:9]=2[C:10]=1[CH3:11])=[O:5])[CH3:2].[H][H]>C1COCC1.[OH-].[OH-].[Pd+2]>[CH2:1]([O:3][C:4]([C:6]1[O:7][C:8]2[CH:15]=[CH:14][CH:13]=[C:12]([O:16][CH2:17][CH2:18][CH2:19][NH2:20])[C:9]=2[C:10]=1[CH3:11])=[O:5])[CH3:2]

참가 물질

5

반응물 2

HCID 489113HCID 489113, 화합물HCID 178418361HCID 178418361, 화합물

생성물 1

HCID 510558HCID 510558, 화합물

시약·촉매·용매 2

HCID 9942167Palladium hydroxide촉매HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 4-(3-benzylamino-propoxy)-3-methyl-benzofuran-2-carboxylic acid ethyl ester (the compound in Example 98: 180 mg) in THF (10 ml) was added 20% Pd(OH)2 on charcoal catalyst (40 mg) under N2. The nitrogen atmosphere was replaced by hydrogen (1 atom) and the resulting mixture was stirred overnight at room temperature. The reaction mixture was filtered through a pad of celite and the pad of celite was rinsed with methanol and dichloromethane. The filtrate combined was concentrated in vacuo. The residue was purified by silica gel column chromatography (dichloromethane-MeOH) to give 4-(3-amino-propoxy)-3-methyl-benzofuran-2-carboxylic acid ethyl ester (125 mg) as a colorless oil. FAB-MS: m/z 278 (MH+).

후처리

  1. filtrationThe reaction mixture was filtered through a pad of celite
  2. washthe pad of celite was rinsed with methanol and dichloromethane
  3. concentrationThe filtrate combined was concentrated in vacuo
  4. customThe residue was purified by silica gel column chromatography (dichloromethane-MeOH)

출처 및 근거

ORD 기록
ord-a9d9bce8dfb24c2fb4ddf83dacb5fed9
출처 데이터셋
uspto-grants-2002_04
특허 번호
US06376491B1

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