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Imidazole → 1-{3-(4-Fluorophenyl)-trans-3-[6-(4-fluorophenoxymethyl)tetrahydropyran-2-yloxy]propyl}imidazole

HRID 905086
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HRID 905086 반응식
[NH:1]1[CH:5]=[CH:4][N:3]=[CH:2]1.[H-].[Na+].[F:8][C:9]1[CH:34]=[CH:33][C:12]([O:13][CH2:14][C@@H:15]2[O:20][C@@H:19]([O:21][CH:22]([C:26]3[CH:31]=[CH:30][C:29]([F:32])=[CH:28][CH:27]=3)[CH2:23][CH2:24]Cl)[CH2:18][CH2:17][CH2:16]2)=[CH:11][CH:10]=1>CN(C)C=O>[F:32][C:29]1[CH:28]=[CH:27][C:26]([CH:22]([O:21][C@H:19]2[CH2:18][CH2:17][CH2:16][C@H:15]([CH2:14][O:13][C:12]3[CH:33]=[CH:34][C:9]([F:8])=[CH:10][CH:11]=3)[O:20]2)[CH2:23][CH2:24][N:1]2[CH:5]=[CH:4][N:3]=[CH:2]2)=[CH:31][CH:30]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 795ImidazoleHCID 24758Sodium hydrideHCID 54428102Trans-6-(4-fluorophenoxymethyl)-2-[3-chloro-1-(4-fluorophenyl)propoxy]tetrahydropyran

생성물 1

HCID 543473471-{3-(4-Fluorophenyl)-trans-3-[6-(4-fluorophenoxymethyl)tetrahydropyran-2-yloxy]propyl}imidazole수율 46.7%

시약·촉매·용매 1

HCID 6228Dimethylformamide
용매
2회

실험 절차

A mixture of 56 mg of imidazole and 36 mg of 55% sodium hydride was stirred in 2 ml of dimethylformamide at 60°-70° C. for 30 minutes. The mixture was left to cool at room temperature, and then a solution of 218 mg of trans-6-(4-fluorophenoxymethyl)-2-[3-chloro-1-(4-fluorophenyl)propoxy]tetrahydropyran in 1 ml of dimethylformamide was added, and the mixture was heated, with stirring, at 80°-90° C. for 6 hours. At the end of this time, the mixture was treated and the product purified essentially as described in Example 34(b)(i), to give 110 mg of the title compound.

후처리

  1. waitThe mixture was left
  2. temperaturethe mixture was heated
  3. additionAt the end of this time, the mixture was treated
  4. customthe product purified essentially

출처 및 근거

ORD 기록
ord-f312534bff594adfa4a10f5d0d3d3a98
출처 데이터셋
uspto-grants-1983_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04421758

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