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Triethylamine → [3-Methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-(8-methyl-8-phenyl-5,6,7,8-tetrahydro-quinazolin-2-yl)-amine

HRID 2076043
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HRID 2076043 반응식
CN(C)[CH:3]=[C:4]1[C:9](=O)[C:8]([CH3:17])([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH2:7][CH2:6][CH2:5]1.[N+]([O-])(O)=O.[N+]([O-])(O)=O.[CH3:27][O:28][C:29]1[CH:30]=[C:31]([NH:41][C:42]([NH2:44])=[NH:43])[CH:32]=[CH:33][C:34]=1[N:35]1[CH:39]=[C:38]([CH3:40])[N:37]=[CH:36]1.C(N(CC)CC)C>C(O)C.C(OCC)(=O)C>[CH3:27][O:28][C:29]1[CH:30]=[C:31]([NH:41][C:42]2[N:44]=[CH:3][C:4]3[CH2:5][CH2:6][CH2:7][C:8]([CH3:17])([C:11]4[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=4)[C:9]=3[N:43]=2)[CH:32]=[CH:33][C:34]=1[N:35]1[CH:39]=[C:38]([CH3:40])[N:37]=[CH:36]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 670961136-[1-Dimethylamino-methylidene]-2-methyl-2-phenylcyclohexanoneHCID 178493228HCID 178493228, 화합물

생성물 1

HCID 57780701[3-Methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-(8-methyl-8-phenyl-5,6,7,8-tetrahydro-quinazolin-2-yl)-amine수율 19%

시약·촉매·용매 2

HCID 702Ethanol용매
HCID 8857Ethyl Acetate용매

실험 절차

A mixture of 6-[1-dimethylamino-methylidene]-2-methyl-2-phenylcyclohexanone (103 mg, 0.42 mmol), N-[3-methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-guanidine dinitrate (157 mg, 0.42 mmol), and triethylamine (0.29 mL, 2.1 mmol) in ethanol (1 mL) was heated at reflux for 18 h. The mixture was cooled, diluted with ethyl acetate (30 mL) and then washed with saturated aqueous sodium carbonate solution (10 mL) and with brine (10 mL). The organic layer was dried over sodium sulfate and evaporated under reduced pressure. The residual material was purified by column chromatography on silica gel using dichloromethane/methanol (20:1 v/v) as eluent to give the title compound (34 mg, 19%). MS ISP (m/e): 426.1 [(M+H)+]. mp 207-209° C.

후처리

  1. temperaturewas heated
  2. temperatureat reflux for 18 h
  3. temperatureThe mixture was cooled
  4. washwashed with saturated aqueous sodium carbonate solution (10 mL) and with brine (10 mL)
  5. dry with materialThe organic layer was dried over sodium sulfate
  6. customevaporated under reduced pressure
  7. customThe residual material was purified by column chromatography on silica gel

출처 및 근거

ORD 기록
ord-2514d2d141dc403fb668673ba5b938a0
출처 데이터셋
uspto-grants-2011_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07923450B2

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