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Cyclohexylamine → HCID 58999039, 화합물

HRID 2105781
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HRID 2105781 반응식
[CH:1]1([NH2:7])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C[Al](C)C.C[O:13][C:14]([C:16]1[C:20]([CH3:21])=[C:19]([C:22]2[CH:27]=[C:26]([C:28]([F:31])([F:30])[F:29])[CH:25]=[C:24]([C:32]([F:35])([F:34])[F:33])[CH:23]=2)[N:18]([CH2:36][CH:37]2[CH2:42][CH2:41][CH2:40][CH2:39][CH2:38]2)[C:17]=1[CH3:43])=O>C1(C)C=CC=CC=1>[CH:1]1([NH:7][C:14]([C:16]2[C:20]([CH3:21])=[C:19]([C:22]3[CH:27]=[C:26]([C:28]([F:29])([F:30])[F:31])[CH:25]=[C:24]([C:32]([F:35])([F:34])[F:33])[CH:23]=3)[N:18]([CH2:36][CH:37]3[CH2:38][CH2:39][CH2:40][CH2:41][CH2:42]3)[C:17]=2[CH3:43])=[O:13])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 7965CyclohexylamineHCID 16682925TrimethylaluminumHCID 86594074HCID 86594074, 화합물

생성물 1

HCID 58999039HCID 58999039, 화합물수율 50.2%

시약·촉매·용매 1

HCID 1140Toluene용매3회

실험 절차

A solution of 59.5 μl (0.52 mmol) of cyclohexylamine in toluene (2 ml) was treated at RT dropwise with 0.26 μl of a 2 M solution of trimethylaluminum in toluene (0.52 mmol). The reaction solution was stirred 1 h at RT, 200 mg (0.43 mmol) of 5-(3,5-bis-trifluoromethyl-phenyl)-1-cyclohexylmethyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid methyl ester in toluene (2 ml) were added and reaction mixture was heated at 110° C. for 3 h. The mixture was then partitioned between water and ethyl acetate, the organic layer was isolated, dried over sodium sulfate and concentrated in vacuo and purified by column chromatography to give 114 mg of the title compound, MS (ISP) 529.3 (M+H)+.

후처리

  1. customreaction mixture
  2. temperaturewas heated at 110° C. for 3 h
  3. customThe mixture was then partitioned between water and ethyl acetate
  4. customthe organic layer was isolated
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated in vacuo
  7. custompurified by column chromatography

출처 및 근거

ORD 기록
ord-13fa80e50bfa4dc2a65574192d2ada59
출처 데이터셋
uspto-grants-2009_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07579369B2

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