Potassium Hydroxide → 5-[(3r)-3-(4-Trifluoromethyl-phenoxy)pyrrolidin-1-yl]-5-methyl-2,2-diphenylhexanamide

HRID 2387677노트

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HRID 2387677 반응식
[OH-:1].[K+].[F:3][C:4]([F:38])([F:37])[C:5]1[CH:36]=[CH:35][C:8]([O:9][C@@H:10]2[CH2:14][CH2:13][N:12]([C:15]([CH3:34])([CH3:33])[CH2:16][CH2:17][C:18]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[C:19]#[N:20])[CH2:11]2)=[CH:7][CH:6]=1>CC(O)(CC)CC>[F:38][C:4]([F:37])([F:3])[C:5]1[CH:6]=[CH:7][C:8]([O:9][C@@H:10]2[CH2:14][CH2:13][N:12]([C:15]([CH3:34])([CH3:33])[CH2:16][CH2:17][C:18]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)([C:27]3[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=3)[C:19]([NH2:20])=[O:1])[CH2:11]2)=[CH:35][CH:36]=1

참가 물질

4

반응물 2

HCID 14797Potassium Hydroxide2회HCID 594239825-[(3R)-3-(4-Trifluoromethyl-phenoxy)pyrrolidin-1-yl]-5-methyl-2,2 diphenylhexanenitrile

생성물 1

HCID 594239245-[(3r)-3-(4-Trifluoromethyl-phenoxy)pyrrolidin-1-yl]-5-methyl-2,2-diphenylhexanamide수율 68%

시약·촉매·용매 1

HCID 64933-methyl-3-Pentanol용매

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온도
25 °C

실험 절차

Potassium hydroxide (23 mg, 0.406 mmol) was added to a solution of example 25 (10 mg, 0.0203 mmol) in 3-methyl-3-pentanol (2 mL) and the mixture was heated under reflux for 16 hours. The solution was cooled to 25° C. and potassium hydroxide (23 mg, 0.406 mmol) was added and the solution was heated under reflux for an additional 24 hours. The reaction mixture was then cooled to room temperature, concentrated in vacuo and the residue was purified by column chromatography on silica gel, eluting with ethyl acetate:methanol:0.88 ammonia, 95:5:0.5. to afford the title compound as a colourless gum in 68% yield, 7 mg.

후처리

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 16 hours
  3. temperaturethe solution was heated
  4. temperatureunder reflux for an additional 24 hours
  5. temperatureThe reaction mixture was then cooled to room temperature
  6. concentrationconcentrated in vacuo
  7. customthe residue was purified by column chromatography on silica gel
  8. washeluting with ethyl acetate

출처 및 근거

ORD 기록
ord-b9d7998abf0241f8ae7cac858aca56df
출처 데이터셋
uspto-grants-2012_09
특허 번호
US08268881B2

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