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Cyclohexanecarbonyl chloride → 5-cyclohexyl-2,3-bis(4-fluorophenyl)-7,7-bis(trifluoromethyl)-7H-imidazo[1,5-A]-imidazole

HRID 22301
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HRID 22301 반응식
[F:1][C:2]([F:30])([F:29])[C:3]([C:25]([F:28])([F:27])[F:26])([C:5]1[N:6]([CH3:24])[C:7]([C:17]2[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=2)=[C:8]([C:10]2[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=2)[N:9]=1)[NH2:4].[CH:31]1(C(Cl)=O)[CH2:36][CH2:35][CH2:34][CH2:33][CH2:32]1>N1C=CC=CC=1>[CH:31]1([C:24]2[N:6]3[C:7]([C:17]4[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=4)=[C:8]([C:10]4[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=4)[N:9]=[C:5]3[C:3]([C:2]([F:29])([F:1])[F:30])([C:25]([F:26])([F:27])[F:28])[N:4]=2)[CH2:36][CH2:35][CH2:34][CH2:33][CH2:32]1
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4

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HCID 75938Cyclohexanecarbonyl chlorideHCID 10928222alpha,alpha-bis(trifluoromethyl)-4,5-bis(4-fluorophenyl)-1-methyl-1H-imidazole-2-methanamine

생성물 1

HCID 199277485-cyclohexyl-2,3-bis(4-fluorophenyl)-7,7-bis(trifluoromethyl)-7H-imidazo[1,5-A]-imidazole수율 46.9%

시약·촉매·용매 1

HCID 1049Pyridine용매

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온도
130 °C

실험 절차

To a solution of α,α-bis(trifluoromethyl)-4,5-bis(4-fluorophenyl)-1-methyl-1H-imidazole-2-methanamine (3.38 gr, 7.8 mmole) in pyridine (1.7 gr) was added cyclohexane carbonyl chloride (3.5 gr, 23.9 mmole). The reaction mixture was heated at 130° C. for 4 hours. The mixture was purified by column chromatography, eluting with hexane, then mixture of hexane-ethylacetate (9:1) to give 5-cyclohexyl-2,3-bis(4-fluorophenyl)-7,7-bis(trifluoromethyl)-7H-imidazo[1,5-A]-imidazole (1.88 gr, 37%) as a white solid: mp 162.2-162.6. Anal. Calcd for C25H19F8N3 :C,58.60;H,3.54;N,8.20. Found: C,58.43;H,3.79;N,8.16.

후처리

  1. customThe mixture was purified by column chromatography
  2. washeluting with hexane
  3. additionmixture of hexane-ethylacetate (9:1)

출처 및 근거

ORD 기록
ord-d3c5938f55f24fb992416f23b85f2d82
출처 데이터셋
uspto-grants-1995_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05428041

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