Methyl iodide → 2-{[4-Chloro-3-(trifluoromethyl)phenyl]oxy}-5-{[(1-methyl-5-{[2-(methyloxy)-5-pyrimidinyl]methyl}-4-oxo-1,4-dihydro-2-pyrimidinyl)thio]methyl}benzonitrile

HRID 474819노트

반응식

HRID 474819 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][C:9]2[CH:16]=[CH:15][C:14]([CH2:17][S:18][C:19]3[NH:20][CH:21]=[C:22]([CH2:26][C:27]4[CH:28]=[N:29][C:30]([O:33][CH3:34])=[N:31][CH:32]=4)[C:23](=[O:25])[N:24]=3)=[CH:13][C:10]=2[C:11]#[N:12])=[CH:4][C:3]=1[C:35]([F:38])([F:37])[F:36].[CH3:39]CN(C(C)C)C(C)C.CI>C(Cl)Cl>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][C:9]2[CH:16]=[CH:15][C:14]([CH2:17][S:18][C:19]3[N:20]([CH3:39])[CH:21]=[C:22]([CH2:26][C:27]4[CH:32]=[N:31][C:30]([O:33][CH3:34])=[N:29][CH:28]=4)[C:23](=[O:25])[N:24]=3)=[CH:13][C:10]=2[C:11]#[N:12])=[CH:4][C:3]=1[C:35]([F:37])([F:38])[F:36]

참가 물질

5

반응물 3

HCID 6328Methyl iodideHCID 81531DiisopropylethylamineHCID 178494156HCID 178494156, 화합물

생성물 1

HCID 677762312-{[4-Chloro-3-(trifluoromethyl)phenyl]oxy}-5-{[(1-methyl-5-{[2-(methyloxy)-5-pyrimidinyl]methyl}-4-oxo-1,4-dihydro-2-pyrimidinyl)thio]methyl}benzonitrile수율 7.8%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 2-{[4-chloro-3-(trifluoromethyl)phenyl]oxy}-5-{[(5-{[2-(methyloxy)-5-pyrimidinyl]methyl}-4-oxo-1,4-dihydro-2-pyrimidinyl)thio]methyl}benzonitrile (100 mg, 0.179 mmol) and Hunig's base (0.062 mL, 0.357 mmol) in DCM (3 mL) was added MeI (0.013 mL, 0.214 mmol). The mixture was stirred at room temperature overnight, and quenched by ice water. Purification via MDAP afforded the title compound (8 mg, 7.80% yield). LCMS: rt=3.29 min, [M+H+]=575

후처리

  1. customquenched by ice water
  2. customPurification via MDAP

출처 및 근거

ORD 기록
ord-2d3bbb42480c4ef8b00d3813928b432b
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08637536B2

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