N-(2-{2-[(benzyloxy)methyl]-7,8-dihydro-6H-indeno[5,4-d][1,3]oxazol-8-yl}ethyl)acetamide → N-{2-[2-(Hydroxymethyl)-7,8-dihydro-6H-indeno[5,4-d][1,3]oxazol-8-yl]ethyl}acetamide

HRID 340715노트

반응식

HRID 340715 반응식
C([O:8][CH2:9][C:10]1[O:11][C:12]2[C:21]3[CH:20]([CH2:22][CH2:23][NH:24][C:25](=[O:27])[CH3:26])[CH2:19][CH2:18][C:17]=3[CH:16]=[CH:15][C:13]=2[N:14]=1)C1C=CC=CC=1>CO.[C].[Pd]>[OH:8][CH2:9][C:10]1[O:11][C:12]2[C:21]3[CH:20]([CH2:22][CH2:23][NH:24][C:25](=[O:27])[CH3:26])[CH2:19][CH2:18][C:17]=3[CH:16]=[CH:15][C:13]=2[N:14]=1

참가 물질

4

반응물 1

HCID 57781286N-(2-{2-[(benzyloxy)methyl]-7,8-dihydro-6H-indeno[5,4-d][1,3]oxazol-8-yl}ethyl)acetamide

생성물 1

HCID 57781248N-{2-[2-(Hydroxymethyl)-7,8-dihydro-6H-indeno[5,4-d][1,3]oxazol-8-yl]ethyl}acetamide수율 53%

시약·촉매·용매 2

HCID 178418390HCID 178418390, 화합물촉매HCID 887Methanol용매

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온도
50 °C

실험 절차

To a solution of N-(2-{2-[(benzyloxy)methyl]-7,8-dihydro-6H-indeno[5,4-d][1,3]oxazol-8-yl}ethyl)acetamide (50.0 mg, 0.131 mmol) in methanol (1 mL) was added a 10% palladium-carbon powder (100 mg), and the mixture was stirred at 50° C. for 24 hr under a hydrogen atmosphere. The catalyst was filtered off, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (methanol/ethyl acetate=0/100→5/95) and recrystallized (ethyl acetate/hexane) to give the title compound (19.0 mg, yield 53%).

후처리

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe residue was purified by silica gel column chromatography (methanol/ethyl acetate=0/100→5/95)
  4. customrecrystallized (ethyl acetate/hexane)

출처 및 근거

ORD 기록
ord-4733481c80c04f8b8d5b29189b4f78aa
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08895591B2

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