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

HRID 450937ノート

反応式

HRID 450937 の反応式
[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

参加物

4

反応物 2

HCID 14797Potassium Hydroxide2 回HCID 594239825-[(3R)-3-(4-Trifluoromethyl-phenoxy)pyrrolidin-1-yl]-5-methyl-2,2 diphenylhexanenitrile

生成物 1

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

試薬・触媒・溶媒 1

HCID 64933-methyl-3-Pentanol溶媒

反応条件

温度
25 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-88bd451a393f4d808227353e7589f45d
出典データセット
uspto-grants-2013_07
特許番号
US08486992B2

反応ノート

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