Toluene → HCID 178463866、化合物

HRID 333417ノート

反応式

HRID 333417 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][C@H:10]([NH:15][C:16]([O:18]C2C=CC([N+]([O-])=O)=CC=2)=O)[C:11]([O:13][CH3:14])=[O:12])=[CH:5][CH:4]=1.Cl.[CH2:29]([NH:31][CH2:32][CH2:33][C:34]1[N:35]=[CH:36][NH:37][CH:38]=1)[CH3:30].C(N(C(C)C)CC)(C)C.C1(C)C=CC=CC=1>CN(C=O)C>[CH2:29]([N:31]([CH2:32][CH2:33][C:34]1[N:35]=[CH:36][NH:37][CH:38]=1)[C:16](=[O:18])[NH:15][C@@H:10]([CH2:9][C:6]1[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:8][CH:7]=1)[C:11]([O:13][CH3:14])=[O:12])[CH3:30]

参加物

6

反応物 4

HCID 1140TolueneHCID 81531DiisopropylethylamineHCID 66987908HCID 66987908、化合物HCID 178463864ethyl[2-(1H-imidazol-4-yl)ethyl]amine hydrochloride

生成物 1

HCID 178463866HCID 178463866、化合物収率 105.4%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
80 °C

実験手順

0.14 g (0.38 mmol) of methyl(S)-3-(4-methoxyphenyl)-2-(4-nitrophenoxycarbonyl-amino)propionate is diluted in 2 mL of DMF. The solution is heated to 80° C. and 0.16 g (0.76 mmol) of ethyl[2-(1H-imidazol-4-yl)ethyl]amine hydrochloride and 0.13 mL (1.3 mmol) of diisopropylethylamine are then added. After 5 minutes, the reaction medium is cooled to room temperature and stirred for 15 minutes. Toluene is added and the solvents are evaporated off. The crude product obtained is chromatographed on silica gel (eluent: 8/2 dichloromethane/methanol). 0.15 g of methyl(S)-2-{3-ethyl-3-[2-(1H-imidazol-4-yl)ethyl]ureido}-3-(4-methoxyphenyl)-propionate in the form of a colourless oil is obtained in a yield of 100%.

後処理

  1. temperaturethe reaction medium is cooled to room temperature
  2. customthe solvents are evaporated off
  3. customThe crude product obtained
  4. customis chromatographed on silica gel (eluent: 8/2 dichloromethane/methanol)

出典と根拠

ORDレコード
ord-03d5dba057ec4eac8acbebaeced614f0
出典データセット
uspto-grants-2014_11
特許番号
US08877968B2

反応ノート

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