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Acetic Acid → 1-(2-((3-Bromo-5-methylphenyl)amino)pyrimidin-4-yl)ethanol

HRID 595164
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반응식

HRID 595164 반응식
Cl[C:2]1[N:7]=[C:6]([CH:8]([OH:10])[CH3:9])[CH:5]=[CH:4][N:3]=1.[Br:11][C:12]1[CH:13]=[C:14]([CH:16]=[C:17]([CH3:19])[CH:18]=1)[NH2:15].C(O)(=O)C>O1CCOCC1.ClCCl>[Br:11][C:12]1[CH:13]=[C:14]([NH:15][C:2]2[N:7]=[C:6]([CH:8]([OH:10])[CH3:9])[CH:5]=[CH:4][N:3]=2)[CH:16]=[C:17]([CH3:19])[CH:18]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 176Acetic AcidHCID 30185263-Bromo-5-methylanilineHCID 772310661-(2-Chloropyrimidin-4-yl)ethanol

생성물 1

HCID 1182087631-(2-((3-Bromo-5-methylphenyl)amino)pyrimidin-4-yl)ethanol

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 312751,4-Dioxane용매

실험 절차

1-(2-Chloropyrimidin-4-yl)ethanol (5.25 g, 33.1 mmol) and 3-bromo-5-methylaniline (9.24 g, 49.7 mmol) were suspended in 1,4-dioxane (30 mL). Acetic acid (1.90 ml, 33.1 mmol) was added, and the resultant mixture was heated to 100° C. for 14 h. The reaction mixture was allowed to cool to room temperature and then was diluted with dichloromethane. The resultant solution was adsorbed on silica gel and purified by column chromatography on silica (10-100% ethyl acetate/hexanes) to afford 1-(2-((3-bromo-5-methylphenyl)amino)pyrimidin-4-yl)ethanol as a black semi-solid. MS ESI calc'd. for C13H15BrN3O [M+H]+ 308, 310. found 308, 310.

후처리

  1. custompurified by column chromatography on silica (10-100% ethyl acetate/hexanes)

출처 및 근거

ORD 기록
ord-7fef91b3bc604fe5aa3fab21dcc072f2
출처 데이터셋
uspto-grants-2016_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09242984B2

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