Sodium Hydroxide → {(3S,5R)-1-[4-(trifluoromethyl)benzyl]-5-[4-(trifluoromethyl)phenyl]pyrrolidin-3-yl}acetic acid

HRID 1869767ノート

反応式

HRID 1869767 の反応式
C[O:2][C:3](=[O:31])[CH2:4][CH:5]1[CH2:9][CH:8]([C:10]2[CH:15]=[CH:14][C:13]([C:16]([F:19])([F:18])[F:17])=[CH:12][CH:11]=2)[N:7]([CH2:20][C:21]2[CH:26]=[CH:25][C:24]([C:27]([F:30])([F:29])[F:28])=[CH:23][CH:22]=2)[CH2:6]1.[OH-].[Na+]>CO>[F:29][C:27]([F:28])([F:30])[C:24]1[CH:25]=[CH:26][C:21]([CH2:20][N:7]2[C@@H:8]([C:10]3[CH:11]=[CH:12][C:13]([C:16]([F:18])([F:19])[F:17])=[CH:14][CH:15]=3)[CH2:9][C@@H:5]([CH2:4][C:3]([OH:31])=[O:2])[CH2:6]2)=[CH:22][CH:23]=1

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 76697410Methyl{1-[4-(trifluoromethyl)benzyl]-5-[4-(trifluoromethyl)phenyl]pyrrolidin-3-yl}acetate

生成物 1

HCID 53630255{(3S,5R)-1-[4-(trifluoromethyl)benzyl]-5-[4-(trifluoromethyl)phenyl]pyrrolidin-3-yl}acetic acid

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
60 °C

実験手順

The ester from Step 5 (240 mg, 0.53 mmol) was dissolved in methanol (2 mL) and NaOH (0.67 mL, 2.65 mmol) was added. The mixture was heated at 60° C. for 2 h. then cooled, evaporated, neutralised with HCl (aq.) and extracted into CH2Cl2. The organic extracts were pooled, washed with water, brine and dried (MgSO4) and evaporated. The residue was purified on silica using 10-100% ethyl acetate in iso-hexane as eluant.

後処理

  1. temperaturethen cooled
  2. customevaporated
  3. extractionextracted into CH2Cl2
  4. washwashed with water, brine
  5. dry with materialdried (MgSO4)
  6. customevaporated
  7. customThe residue was purified on silica using 10-100% ethyl acetate in iso-hexane as eluant

出典と根拠

ORDレコード
ord-bef72b08665044a6b9e774b3a37ef318
出典データセット
uspto-grants-2009_12
特許番号
US07638629B2

反応ノート

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