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Tetrahydrofuran → 2-{4-[(3-Fluoro-4-methylphenyl)oxy]phenyl}ethyl imidocarbamate

HRID 474687
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인쇄 미리보기

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HRID 474687 반응식
F[C:2]1[CH:3]=[C:4]([CH2:19][CH2:20][OH:21])[CH:5]=[CH:6][C:7]=1[O:8][C:9]1[CH:10]=NC(C(F)(F)F)=N[CH:14]=1.[N:22]#[C:23][NH2:24].OS([C:29]([F:32])(F)F)(=O)=O.[CH2:33]1[CH2:37]OC[CH2:34]1>>[C:23](=[NH:24])([O:21][CH2:20][CH2:19][C:4]1[CH:3]=[CH:2][C:7]([O:8][C:9]2[CH:14]=[CH:34][C:33]([CH3:37])=[C:29]([F:32])[CH:10]=2)=[CH:6][CH:5]=1)[NH2:22]
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참가 물질

5

반응물 4

HCID 8028TetrahydrofuranHCID 9864CyanamideHCID 62406Trifluoromethanesulfonic acidHCID 677742942-(3-Fluoro-4-((2-(trifluoromethyl)pyrimidin-5-yl)oxy)phenyl)ethanol

생성물 1

HCID 677758982-{4-[(3-Fluoro-4-methylphenyl)oxy]phenyl}ethyl imidocarbamate수율 24.95%

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온도
55 °C

실험 절차

To a solution of 2-(3-fluoro-4-((2-(trifluoromethyl)pyrimidin-5-yl)oxy)phenyl)ethanol (756 mg, 1.251 mmol) and cyanamide (105 mg, 2.501 mmol) in dry THF (6 mL) under nitrogen was added triflic acid (0.222 mL, 2.501 mmol). The mixture was heated at 55° C. for 3 h. Purification via reverse phase flash chromatography afforded the title compound (1 g, 2.104 mmol, 24.95% yield). LCMS: rt=2.41 min, [M+H+]=345

후처리

  1. customPurification via reverse phase flash chromatography

출처 및 근거

ORD 기록
ord-b139990d43374fd1a935bb9f2ea38e04
출처 데이터셋
uspto-grants-2014_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08637536B2

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