Toluene → HCID 178463866, 화합물

HRID 333417노트

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HRID 333417 반응식
[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]

참가 물질

6

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

생성물 1

HCID 178463866HCID 178463866, 화합물수율 105.4%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
80 °C

실험 절차

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%.

후처리

  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)

출처 및 근거

ORD 기록
ord-03d5dba057ec4eac8acbebaeced614f0
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08877968B2

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