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Cyclopropanecarbonyl chloride → Cyclopropyl-{4-[6-fluoro-2-phenoxymethyl-3-(4-trifluoromethoxy-benzyl)-3H-benzoimidazol-5-yl]-piperazin-1-yl}-methanone

HRID 131234
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HRID 131234 반응식
[F:1][C:2]1[C:30]([N:31]2[CH2:36][CH2:35][NH:34][CH2:33][CH2:32]2)=[CH:29][C:5]2[N:6]([CH2:17][C:18]3[CH:23]=[CH:22][C:21]([O:24][C:25]([F:28])([F:27])[F:26])=[CH:20][CH:19]=3)[C:7]([CH2:9][O:10][C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)=[N:8][C:4]=2[CH:3]=1.[CH:37]1([C:40](Cl)=[O:41])[CH2:39][CH2:38]1>ClCCl>[CH:37]1([C:40]([N:34]2[CH2:35][CH2:36][N:31]([C:30]3[C:2]([F:1])=[CH:3][C:4]4[N:8]=[C:7]([CH2:9][O:10][C:11]5[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=5)[N:6]([CH2:17][C:18]5[CH:19]=[CH:20][C:21]([O:24][C:25]([F:26])([F:27])[F:28])=[CH:22][CH:23]=5)[C:5]=4[CH:29]=3)[CH2:32][CH2:33]2)=[O:41])[CH2:39][CH2:38]1
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참가 물질

4

반응물 2

HCID 77637Cyclopropanecarbonyl chlorideHCID 684671025-fluoro-2-phenoxymethyl-6-piperazin-1-yl-1-(4-trifluoromethoxy-benzyl)-1H-benzoimidazole

생성물 1

HCID 68466187Cyclopropyl-{4-[6-fluoro-2-phenoxymethyl-3-(4-trifluoromethoxy-benzyl)-3H-benzoimidazol-5-yl]-piperazin-1-yl}-methanone

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

80 mg of 5-fluoro-2-phenoxymethyl-6-piperazin-1-yl-1-(4-trifluoromethoxy-benzyl)-1H-benzoimidazole (0.16 mmol) and 0.033 ml TEA (0.24 mmol) were dissolved in 1.5 ml dichloromethane and treated with 0.019 ml cyclopropanecarbonyl chloride (0.2 mmol). After 2 h stirring at rt, the reaction mixture was diluted with dichloromethane, washed with water, saturated sodium bicarbonate and brine, dried with magnesium sulfate, filtered and concentrated in vacuo, leading to 89 mg yellow solid (98%). MS (ISP) 569.4 (M+H)+.

후처리

  1. washwashed with water, saturated sodium bicarbonate and brine
  2. dry with materialdried with magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-9a0ec64a57c74eff831b7fa012a6c13a
출처 데이터셋
uspto-grants-2008_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07384945B2

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