Pyrrolidine → HCID 24827045, 화합물

HRID 230661

반응식

HRID 230661 반응식
[F:1][C:2]([F:23])([F:22])[C:3]1[C:11]2[CH2:10][CH2:9][CH2:8][CH2:7][C:6]=2[N:5]([C:12]2[CH:17]=[CH:16][C:15]([CH2:18][C:19](O)=[O:20])=[CH:14][CH:13]=2)[N:4]=1.C(N1C=CN=C1)(N1C=CN=C1)=O.[NH:36]1[CH2:40][CH2:39][CH2:38][CH2:37]1>ClCCl>[O:20]=[C:19]([N:36]1[CH2:40][CH2:39][CH2:38][CH2:37]1)[CH2:18][C:15]1[CH:16]=[CH:17][C:12]([N:5]2[C:6]3[CH2:7][CH2:8][CH2:9][CH2:10][C:11]=3[C:3]([C:2]([F:23])([F:1])[F:22])=[N:4]2)=[CH:13][CH:14]=1

참가 물질

5

반응물 3

HCID 31268PyrrolidineHCID 682631,1'-CarbonyldiimidazoleHCID 50992931{4-[3-(trifluoromethyl)-4,5,6,7-tetrahydro-1H-indazol-1-yl]phenyl}acetic acid

생성물 1

HCID 24827045HCID 24827045, 화합물수율 23%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

A solution of {4-[3-(trifluoromethyl)-4,5,6,7-tetrahydro-1H-indazol-1-yl]phenyl}acetic acid (113 mg, 0.35 mmol) in dichloromethane (4 ml) in a sarstedt tube was treated in one portion with solid 1,1′-carbonyldiimidazole (60 mg, 0.37 mmol). This mixture was shaken at room temperature for 30 minutes. Pyrrolidine (34 mg, 0.48 mmol) in dichloromethane (2 ml) was then added and the shaking continued for 16 hour at room temperature. The reaction mixture was washed with a mix of saturated sodium bicarbonate solution (4 ml) and brine (2 ml). The organic layer was then added to a 2 g SCX column and eluted with ethyl acetate (25 ml), the solvent removed under reduced pressure and the residue purified by mass directed auto-prep to give the title compound as a yellow oil (30 mg, 23%).

후처리

  1. waitthe shaking continued for 16 hour at room temperature
  2. washThe reaction mixture was washed with
  3. additiona mix of saturated sodium bicarbonate solution (4 ml) and brine (2 ml)
  4. additionThe organic layer was then added to a 2 g SCX column
  5. washeluted with ethyl acetate (25 ml)
  6. customthe solvent removed under reduced pressure
  7. customthe residue purified by mass

출처 및 근거

ORD 기록
ord-5af376ccfa8c4f9d9fdcf38f97d32281
출처 데이터셋
uspto-grants-2009_07
특허 번호
US07566735B2

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