3-Phenylpropyl isocyanate → N-(3-phenylpropyl)-N'-[(2,2-dimethoxy-2-(4-pyridyl)-1-(4-fluorophenyl)ethyl)] urea

HRID 719756노트

반응식

HRID 719756 반응식
[CH3:1][O:2][C:3]([O:19][CH3:20])([C:13]1[CH:18]=[CH:17][N:16]=[CH:15][CH:14]=1)[CH:4]([C:6]1[CH:11]=[CH:10][C:9]([F:12])=[CH:8][CH:7]=1)[NH2:5].[N:21]([CH2:24][CH2:25][CH2:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)=[C:22]=[O:23]>C1COCC1>[C:27]1([CH2:26][CH2:25][CH2:24][NH:21][C:22]([NH:5][CH:4]([C:6]2[CH:7]=[CH:8][C:9]([F:12])=[CH:10][CH:11]=2)[C:3]([O:2][CH3:1])([O:19][CH3:20])[C:13]2[CH:18]=[CH:17][N:16]=[CH:15][CH:14]=2)=[O:23])[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1

참가 물질

4

반응물 2

HCID 34276663-Phenylpropyl isocyanateHCID 219018732,2-Dimethoxy-2-(4-pyridyl)-1-(4-fluorophenyl)ethanamine

생성물 1

HCID 21901874N-(3-phenylpropyl)-N'-[(2,2-dimethoxy-2-(4-pyridyl)-1-(4-fluorophenyl)ethyl)] urea

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

To a solution of 2,2-dimethoxy-2-(4-pyridyl)-1-(4-fluorophenyl)ethanamine (1.22 g, 4.4 mmol) in THF (10 mL) was added a solution of (3-isocyanatopropyl)-benzene (1.61 g, 10 mmol) in THF (10 mL). The resulting mixture was stirred at room temperature for 30 minutes. The reaction was quenched by addition of water (50 mL) and extracted with ethyl acetate (2×50 mL). The combined ethyl acetate extract was washed with water (50 mL), brine (50 mL) and dried with Na2SO4. After removal of solvent, the crude product was purified by column chromatography to yield the product as a light brown solid.

후처리

  1. customThe reaction was quenched by addition of water (50 mL)
  2. extractionextracted with ethyl acetate (2×50 mL)
  3. extractionThe combined ethyl acetate extract
  4. washwas washed with water (50 mL), brine (50 mL)
  5. dry with materialdried with Na2SO4
  6. customAfter removal of solvent
  7. customthe crude product was purified by column chromatography

출처 및 근거

ORD 기록
ord-7af0c282d60b4223892d0a22325ba8af
출처 데이터셋
uspto-grants-2006_11
특허 번호
US07132544B2

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