Phenyl isocyanate → HCID 58653685, 화합물

HRID 1676080노트

반응식

HRID 1676080 반응식
[NH2:1][C:2]1[CH:22]=[CH:21][C:5]2[N:6]([C@@H:9]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[CH2:10][C:11]([O:13][CH3:14])=[O:12])[CH:7]=[N:8][C:4]=2[CH:3]=1.C(NC(C)C)(C)C.[C:30]1([N:36]=[C:37]=[O:38])[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1>CO>[NH:36]([C:37]([NH:1][C:2]1[CH:22]=[CH:21][C:5]2[N:6]([C@@H:9]([C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=3)[CH2:10][C:11]([O:13][CH3:14])=[O:12])[CH:7]=[N:8][C:4]=2[CH:3]=1)=[O:38])[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1

참가 물질

5

반응물 3

HCID 7672Phenyl isocyanateHCID 7912DiisopropylamineHCID 58653681HCID 58653681, 화합물

생성물 1

HCID 58653685HCID 58653685, 화합물

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of the crude mixture of methyl (3R)-3-(5-amino-1H-benzimidazol-1-yl)-3-phenylpropanoate and the corresponding 2-ethoxyethanol ester (186 mg, ca. 629 μmol) in methanol (5.5 mL) was added N,N-diisopropylamine (132 μL, 750 μmol) and phenyl isocyanate (82 μL, 750 μmol). The solution was stirred at room temperature for 12 hours, then evaporated in vacuo, and purified by flash column chromatography on silica gel, eluting with a mixture of dichloromethane and methanol (95:5) to afford the title compound, [LCMS (Method C, Mobile Phase I) RT=2.33 mins, MH+ 415].

후처리

  1. customevaporated in vacuo
  2. custompurified by flash column chromatography on silica gel
  3. washeluting with a mixture of dichloromethane and methanol (95:5)

출처 및 근거

ORD 기록
ord-16eac3cf9a314254baccbbcc4a70343c
출처 데이터셋
uspto-grants-2011_08
특허 번호
US08003806B2

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