Tetrahydrofuran → [1-(4-methanesulfonyl-2-trifluoromethyl-benzyl)-2-methyl-1H-indol-3-yl]-acetic acid

HRID 1364582노트

반응식

HRID 1364582 반응식
C[O:2][C:3](=[O:30])[CH2:4][C:5]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[N:7]([CH2:14][C:15]2[CH:20]=[CH:19][C:18]([S:21]([CH3:24])(=[O:23])=[O:22])=[CH:17][C:16]=2[C:25]([F:28])([F:27])[F:26])[C:6]=1[CH3:29].C1COCC1.[OH-].[Na+]>CO>[CH3:24][S:21]([C:18]1[CH:19]=[CH:20][C:15]([CH2:14][N:7]2[C:8]3[C:13](=[CH:12][CH:11]=[CH:10][CH:9]=3)[C:5]([CH2:4][C:3]([OH:30])=[O:2])=[C:6]2[CH3:29])=[C:16]([C:25]([F:28])([F:27])[F:26])[CH:17]=1)(=[O:23])=[O:22]

참가 물질

5

반응물 3

HCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 66936534[1-(4-methanesulfonyl-2-trifluoromethyl-benzyl)-2-methyl-1H-indol-3-yl]-acetic acid methyl ester

생성물 1

HCID 23627404[1-(4-methanesulfonyl-2-trifluoromethyl-benzyl)-2-methyl-1H-indol-3-yl]-acetic acid

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a stirring solution of [1-(4-methanesulfonyl-2-trifluoromethyl-benzyl)-2-methyl-1H-indol-3-yl]-acetic acid methyl ester (440 mg, 1.0 mmol) in 1:1 THF:MeOH (20 ml) at room temperature, is added 1N NaOH aq (5 ml). The reaction mixture is stirred at room temperature for 16 h. The reaction mixture is evaporated in vacuo, diluted with water (10 ml) and acidified to acidic pH with 6N HCl aq. The precipitated product is collected by filtration and recrystallised from 1:3 isopropyl alcohol:water. The product is dried under high vacuum at 50° C.; [M+H]+ 426.

후처리

  1. customThe reaction mixture is evaporated in vacuo
  2. additiondiluted with water (10 ml)
  3. filtrationis collected by filtration
  4. customrecrystallised from 1:3 isopropyl alcohol
  5. customThe product is dried under high vacuum at 50° C.

출처 및 근거

ORD 기록
ord-ab866adcb5e54a08bb31ee34e86464b4
출처 데이터셋
uspto-grants-2011_02
특허 번호
US07888383B2

반응 노트

불러오는 중…