Water → HCID 10618283, 화합물

HRID 1974566노트

반응식

HRID 1974566 반응식
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([C:11](=[O:21])[C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([N+:18]([O-])=O)[CH:13]=1)[CH:6]=[C:5]2[CH2:22][CH2:23][CH2:24][C:25]([O:27]CC1C=CC=CC=1)=[O:26].O1CCOCC1.O>CO.[Pd]>[NH2:18][C:14]1[CH:13]=[C:12]([CH:17]=[CH:16][CH:15]=1)[C:11]([N:7]1[C:8]2[C:4](=[CH:3][C:2]([Cl:1])=[CH:10][CH:9]=2)[C:5]([CH2:22][CH2:23][CH2:24][C:25]([OH:27])=[O:26])=[CH:6]1)=[O:21]

참가 물질

6

반응물 3

HCID 962WaterHCID 312751,4-DioxaneHCID 10552586Benzyl 4-[5-chloro-1-(3-nitrobenzoyl)indol-3-yl]butyrate

생성물 1

HCID 10618283HCID 10618283, 화합물수율 75.2%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

반응 조건

온도
20 °C

실험 절차

To a solution of benzyl 4-[5-chloro-1-(3-nitrobenzoyl)indol-3-yl]butyrate (1.3 g) in a mixture of methanol (35 ml), 1,4-dioxane (35 ml) and water (5 ml) was added 10% palladium on activated carbon (400 mg), and the mixture was stirred under hydrogen atmosphere (3 atm) at 20° C. for 4 hours. The catalyst was filtered off and the filtrate was evaporated. The residue was chromatographed on silica gel (40 g) eluting with 2% methanol in chloroform to give 4-[1-(3-aminobenzoyl)-5-chloroindol-3-yl]butyric acid (731 mg) as pale yellow crystals.

후처리

  1. filtrationThe catalyst was filtered off
  2. customthe filtrate was evaporated
  3. customThe residue was chromatographed on silica gel (40 g)
  4. washeluting with 2% methanol in chloroform

출처 및 근거

ORD 기록
ord-3d4c91fe38744679badd3b6cf2b2af15
출처 데이터셋
uspto-grants-1994_02
특허 번호
US05283251

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