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

HRID 1869767노트

반응식

HRID 1869767 반응식
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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
60 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-bef72b08665044a6b9e774b3a37ef318
출처 데이터셋
uspto-grants-2009_12
특허 번호
US07638629B2

반응 노트

불러오는 중…