Triethylamine → HCID 178493100, 화합물

HRID 2076060노트

반응식

HRID 2076060 반응식
Cl.C(O[C:5]([CH:7]1[C:12](=O)[CH:11]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH2:10][N:9]([CH3:20])[CH2:8]1)=[O:6])C.[N+]([O-])(O)=O.[N+]([O-])(O)=O.[CH3:29][O:30][C:31]1[CH:32]=[C:33]([NH:43][C:44]([NH2:46])=[NH:45])[CH:34]=[CH:35][C:36]=1[N:37]1[CH:41]=[C:40]([CH3:42])[N:39]=[CH:38]1.C(N(CC)CC)C>C(O)C.C(OCC)(=O)C>[CH3:29][O:30][C:31]1[CH:32]=[C:33]([NH:43][C:44]2[N:46]=[C:5]([OH:6])[C:7]3[CH2:8][N:9]([CH3:20])[CH2:10][CH:11]([C:14]4[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=4)[C:12]=3[N:45]=2)[CH:34]=[CH:35][C:36]=1[N:37]1[CH:41]=[C:40]([CH3:42])[N:39]=[CH:38]1

참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 242006311-Methyl-4-oxo-5-phenyl-piperidine-3-carboxylic acid ethyl ester hydrochlorideHCID 178493228HCID 178493228, 화합물

생성물 1

HCID 178493100HCID 178493100, 화합물수율 32.4%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 8857Ethyl Acetate용매

반응 조건

온도
78 °C

실험 절차

A mixture of 1-methyl-4-oxo-5-phenyl-piperidine-3-carboxylic acid ethyl ester hydrochloride (89 mg, 0.3 mmol), N-[3-methoxy-4-(4-methyl-imidazol-1-yl)-phenyl]-guanidine dinitrate (111 mg, 0.33 mmol), and triethylamine (0.21 mL, 1.5 mmol) in ethanol (2 mL) was heated at 78° C. for 18 h. The mixture was cooled, diluted with ethyl acetate (40 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 ethyl acetate/0-30% ethanol as eluent to give the title compound (43 mg, 32%) as a brown solid (from ethyl acetate/cyclohexane). MS ISP (m/e): 443.5 [(M+H)+]. mp 152-155° C.

후처리

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

출처 및 근거

ORD 기록
ord-70dd0ff49c0d415a8f1ec38483f10bd7
출처 데이터셋
uspto-grants-2011_04
특허 번호
US07923450B2

반응 노트

불러오는 중…