Propargyl bromide → 3-(3-fluoro-4-(4-(prop-2-yn-1-yl)piperazin-1-yl)phenyl)-2,6-dimethylpyrimidin-4(3H)-one

HRID 56196노트

반응식

HRID 56196 반응식
[F:1][C:2]1[CH:3]=[C:4]([N:14]2[C:19](=[O:20])[CH:18]=[C:17]([CH3:21])[N:16]=[C:15]2[CH3:22])[CH:5]=[CH:6][C:7]=1[N:8]1[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]1.C([O-])([O-])=O.[K+].[K+].Br[CH2:30][C:31]#[CH:32]>CC#N>[F:1][C:2]1[CH:3]=[C:4]([N:14]2[C:19](=[O:20])[CH:18]=[C:17]([CH3:21])[N:16]=[C:15]2[CH3:22])[CH:5]=[CH:6][C:7]=1[N:8]1[CH2:9][CH2:10][N:11]([CH2:32][C:31]#[CH:30])[CH2:12][CH2:13]1

참가 물질

5

반응물 3

HCID 7842Propargyl bromideHCID 11430Potassium CarbonateHCID 900231543-[3-Fluoro-4-(1-piperazinyl)phenyl]-2,6-dimethyl-4(3H)-pyrimidinone

생성물 1

HCID 900230243-(3-fluoro-4-(4-(prop-2-yn-1-yl)piperazin-1-yl)phenyl)-2,6-dimethylpyrimidin-4(3H)-one수율 44.1%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

To a suspension of 3-(3-fluoro-4-(piperazin-1-yl)phenyl)-2,6-dimethylpyrimidin-4(3H)-one (0.30 g, 1.00 mmol) and K2CO3 (0.69 g, 5.00 mmol) in CH3CN (15 mL) was added 3-bromoprop-1-yne (0.12 g, 1.01 mmol) and the mixture was stirred at rt for 36 h. The mixture was then filtered, and the filtrate was concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=1:1) to give the title compound as a white solid (0.15 g, 44%). The compound was characterized by the following spectroscopic data:

후처리

  1. filtrationThe mixture was then filtered
  2. concentrationthe filtrate was concentrated in vacuo
  3. customThe residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=1:1)

출처 및 근거

ORD 기록
ord-d38557f23f964613bb73f2e16c57406a
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09434695B2

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