Cyclopentanecarboxylic acid → N-[(1R,2S)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methoxyphenyl)propan-2-yl]cyclopentanecarboxamide

HRID 13058

반응식

HRID 13058 반응식
[CH:1]1([C:6]([OH:8])=O)[CH2:5][CH2:4][CH2:3][CH2:2]1.[F:9][C:10]1[CH:15]=[CH:14][C:13]([N:16]2[C:24]3[C:19](=[CH:20][C:21]([O:25][C@H:26]([C:30]4[CH:35]=[CH:34][CH:33]=[C:32]([O:36][CH3:37])[CH:31]=4)[C@@H:27]([NH2:29])[CH3:28])=[CH:22][CH:23]=3)[CH:18]=[N:17]2)=[CH:12][CH:11]=1>ClCCl>[F:9][C:10]1[CH:11]=[CH:12][C:13]([N:16]2[C:24]3[C:19](=[CH:20][C:21]([O:25][C@H:26]([C:30]4[CH:35]=[CH:34][CH:33]=[C:32]([O:36][CH3:37])[CH:31]=4)[C@@H:27]([NH:29][C:6]([CH:1]4[CH2:2][CH2:3][CH2:4][CH2:5]4)=[O:8])[CH3:28])=[CH:22][CH:23]=3)[CH:18]=[N:17]2)=[CH:14][CH:15]=1

참가 물질

4

반응물 2

HCID 18840Cyclopentanecarboxylic acidHCID 59339733(1R,2S)-1-(1-(4-fluorophenyl)indazol-5-yloxy)-1-(3-methoxyphenyl)propan-2-amine

생성물 1

HCID 25012194N-[(1R,2S)-1-[1-(4-fluorophenyl)indazol-5-yl]oxy-1-(3-methoxyphenyl)propan-2-yl]cyclopentanecarboxamide

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a stirred solution of 1,1-carbonyldiimidazole (12 mg, 70 μmol) in dichloromethane (1 ml) was added cyclopentanecarboxylic acid (11 μl, 100 μmol) to give a colorless solution. The reaction mixture was stirred for 1 h at r.t. Then a solution of (1R,2S)-1-{[1-(4-fluorophenyl)-1H-indazol-5-yl]oxy}-1-(3-methoxyphenyl)propan-2-amine (6a, 19 mg, 50 μmol) in dichloromethane (0.5 ml) was added, and the stirring was continued at r.t. overnight. The solvent was removed in vacuo, the residue dissolved in acetonitrile/water mixture, and the crude product purified by preparative HPLC. Yield 18 mg (76%).

후처리

  1. customto give a colorless solution
  2. waitthe stirring was continued at r.t. overnight
  3. customThe solvent was removed in vacuo
  4. dissolutionthe residue dissolved in acetonitrile/water mixture
  5. customthe crude product purified by preparative HPLC

출처 및 근거

ORD 기록
ord-105ac68a9d904dd4bcd2b0ac87f84a82
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07728030B2

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