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Diisopropyl Ether → HCID 178451562, 화합물

HRID 1355580
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HRID 1355580 반응식
Cl.[NH:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([CH2:11][C@H:12]([C:14]2[NH:15][CH:16]=[C:17]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[N:18]=2)[NH2:13])=[CH:3]1.[C:25]([O:29][C:30]([N:32]1[CH2:37][CH2:36][C:35](=O)[CH2:34][CH2:33]1)=[O:31])([CH3:28])([CH3:27])[CH3:26].C(OC(C)C)(C)C>C(O)(C)C>[C:19]1([C:17]2[N:18]=[C:14]([C@H:12]3[CH2:11][C:4]4[C:5]5[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=5)[NH:2][C:3]=4[C:35]4([CH2:36][CH2:37][N:32]([C:30]([O:29][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:31])[CH2:33][CH2:34]4)[NH:13]3)[NH:15][CH:16]=2)[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 7914Diisopropyl EtherHCID 735900tert-Butyl 4-oxopiperidine-1-carboxylateHCID 178479294HCID 178479294, 화합물

생성물 1

HCID 178451562HCID 178451562, 화합물수율 79.8%

시약·촉매·용매 1

HCID 3776Isopropanol용매

실험 절차

To a solution of (1R)-2-(1H-indol-3-yl)-1-(4-phenyl-1H-imidazol-2-yl)-1-ethanamine hydrochloride (14 g, 35 mmol) in isopropanol (210 ml) was added 1-tert-butoxycarbonyl-4-piperidone (35 g, 170 mmol) and the mixture refluxed for about two hours. The solvent was evaporated under reduced pressure. Water (150 ml) was added to the residue followed by 10% NaHCO3 solution until neutral pH and extracted by ethyl acetate (4×50 ml). The combined organic extracts were washed with water (2×50 ml) and dried over MgSO4. The solvent was removed under reduced pressure to afford an oil which solidified on addition of diisopropyl ether (150 ml). The precipitate was collected by filtration, washed with diisopropyl ether and dried to afford 13.5 g of the desired product. Melting point: 118-120° C.

후처리

  1. temperaturethe mixture refluxed for about two hours
  2. customThe solvent was evaporated under reduced pressure
  3. additionWater (150 ml) was added to the residue
  4. extractionextracted by ethyl acetate (4×50 ml)
  5. washThe combined organic extracts were washed with water (2×50 ml)
  6. dry with materialdried over MgSO4
  7. customThe solvent was removed under reduced pressure
  8. customto afford an oil which
  9. filtrationThe precipitate was collected by filtration
  10. washwashed with diisopropyl ether
  11. customdried

출처 및 근거

ORD 기록
ord-571d1c2b625e479fbdac98b516dd6b76
출처 데이터셋
uspto-grants-2003_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06586445B1

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