Triethylamine → HCID 178493100、化合物

HRID 2076060ノート

反応式

HRID 2076060 の反応式
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

参加物

6

反応物 3

HCID 8471TriethylamineHCID 242006311-Methyl-4-oxo-5-phenyl-piperidine-3-carboxylic acid ethyl ester hydrochlorideHCID 178493228HCID 178493228、化合物

生成物 1

HCID 178493100HCID 178493100、化合物収率 32.4%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
78 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-70dd0ff49c0d415a8f1ec38483f10bd7
出典データセット
uspto-grants-2011_04
特許番号
US07923450B2

反応ノート

読み込み中…