4-{4-[2-({(2S)-3-[4-(benzyloxy)phenoxy]-2-hydroxypropyl}amino)ethyl]phenoxy}-N-octyl-1-piperidinecarboxamide → 4-[4-(2-{[(2S)-2-Hydroxy-3-(4-hydroxyphenoxy)propyl]amino]ethyl)phenoxy}-N-octyl-1-piperidinecarboxamide

HRID 396028노트

반응식

HRID 396028 반응식
C([O:8][C:9]1[CH:46]=[CH:45][C:12]([O:13][CH2:14][C@@H:15]([OH:44])[CH2:16][NH:17][CH2:18][CH2:19][C:20]2[CH:43]=[CH:42][C:23]([O:24][CH:25]3[CH2:30][CH2:29][N:28]([C:31]([NH:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH3:41])=[O:32])[CH2:27][CH2:26]3)=[CH:22][CH:21]=2)=[CH:11][CH:10]=1)C1C=CC=CC=1>[Pd].C(O)C>[OH:44][C@H:15]([CH2:14][O:13][C:12]1[CH:45]=[CH:46][C:9]([OH:8])=[CH:10][CH:11]=1)[CH2:16][NH:17][CH2:18][CH2:19][C:20]1[CH:21]=[CH:22][C:23]([O:24][CH:25]2[CH2:26][CH2:27][N:28]([C:31]([NH:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH3:41])=[O:32])[CH2:29][CH2:30]2)=[CH:42][CH:43]=1

참가 물질

4

반응물 1

HCID 699867334-{4-[2-({(2S)-3-[4-(benzyloxy)phenoxy]-2-hydroxypropyl}amino)ethyl]phenoxy}-N-octyl-1-piperidinecarboxamide

생성물 1

HCID 101872354-[4-(2-{[(2S)-2-Hydroxy-3-(4-hydroxyphenoxy)propyl]amino]ethyl)phenoxy}-N-octyl-1-piperidinecarboxamide수율 53.1%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

A suspension of 4-{4-[2-({(2S)-3-[4-(benzyloxy)phenoxy]-2-hydroxypropyl}amino)ethyl]phenoxy}-N-octyl-1-piperidinecarboxamide (0.2 g, 0.32 mmol), and 10% palladium on carbon (0.3 g) in ethanol (5 mL) was stirred under atmospheric hydrogen for 11 hours. The catalyst was filtered and the filtrate evaporated in vacuo to a residue (0.1 g). The residue was treated with a solution of anhydrous hydrogen chloride in methanol followed by ethyl acetate and diethyl ether. The precipitate was filtered and after drying in vacuo overnight yielded the title compound (0.1 g, 0.17 mmol).

후처리

  1. filtrationThe catalyst was filtered
  2. customthe filtrate evaporated in vacuo to a residue (0.1 g)
  3. additionThe residue was treated with a solution of anhydrous hydrogen chloride in methanol
  4. filtrationThe precipitate was filtered
  5. customafter drying in vacuo overnight

출처 및 근거

ORD 기록
ord-d6c846df347e4d0080f4ace4ffe4ba9b
출처 데이터셋
uspto-grants-2003_08
특허 번호
US06605618B2

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