Water → 2-[4-(3-Oxo-morpholin-4-yl)-phenylcarbamoyl]-1H-benzoimidazole-4-carboxylic acid methyl ester

HRID 18528

반응식

HRID 18528 반응식
[CH3:1][O:2][C:3]([C:5]1[C:13]2[N:12]=[C:11]([C:14](Cl)(Cl)Cl)[NH:10][C:9]=2[CH:8]=[CH:7][CH:6]=1)=[O:4].[NH2:18][C:19]1[CH:24]=[CH:23][C:22]([N:25]2[CH2:30][CH2:29][O:28][CH2:27][C:26]2=[O:31])=[CH:21][CH:20]=1.C([O-])(O)=[O:33].[Na+].O>C1COCC1.C(Cl)Cl>[CH3:1][O:2][C:3]([C:5]1[C:13]2[N:12]=[C:11]([C:14](=[O:33])[NH:18][C:19]3[CH:20]=[CH:21][C:22]([N:25]4[CH2:30][CH2:29][O:28][CH2:27][C:26]4=[O:31])=[CH:23][CH:24]=3)[NH:10][C:9]=2[CH:8]=[CH:7][CH:6]=1)=[O:4]

참가 물질

7

반응물 4

HCID 962WaterHCID 516892Sodium BicarbonateHCID 111948544-(4-Aminophenyl)morpholin-3-oneHCID 23033456Methyl-2-trichloromethyl-1H-benzoimidazole-4-carboxylate

생성물 1

HCID 686177922-[4-(3-Oxo-morpholin-4-yl)-phenylcarbamoyl]-1H-benzoimidazole-4-carboxylic acid methyl ester

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8028Tetrahydrofuran용매2회

실험 절차

A solution of 69.4 mg (0.236 mmol) methyl-2-trichloromethyl-1H-benzoimidazole-4-carboxylate in 2 mL THF were slowly added to a mixture containing 50 mg (0.26 mmol) 4-(4-amino-phenyl)-morpholin-3-one, 220 mg (2.62 mmol) NaHCO3, 8 mL THF and 3 mL H2O. The mixture was stirred vigorously for 3 h at room temperature, diluted with 50 mL CH2Cl2 and washed with 30 mL of a saturated NaHCO3-solution. The aqueous solution was extracted with 50 mL CH2Cl2 and the combined organic layers were dried over MgSO4 and concentrated under reduced pressure to give a brown solid, which was pure enough for the following reactions.

후처리

  1. washwashed with 30 mL of a saturated NaHCO3-solution
  2. extractionThe aqueous solution was extracted with 50 mL CH2Cl2
  3. dry with materialthe combined organic layers were dried over MgSO4
  4. concentrationconcentrated under reduced pressure
  5. customto give a brown solid, which

출처 및 근거

ORD 기록
ord-11753aeeb2984b2f8a99a7765cca0429
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07741341B2

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