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3,5-Difluoropyridin-2-amine → 6,8-Difluoro-2-(4-(trimethylsilyl)but-3-ynyl)-imidazo[1,2-a]pyridine

HRID 1189316
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HRID 1189316 반응식
[F:1][C:2]1[C:3]([NH2:9])=[N:4][CH:5]=[C:6]([F:8])[CH:7]=1.Br[CH2:11][C:12](=O)[CH2:13][CH2:14][C:15]#[C:16][Si:17]([CH3:20])([CH3:19])[CH3:18]>>[F:8][C:6]1[CH:7]=[C:2]([F:1])[C:3]2[N:4]([CH:11]=[C:12]([CH2:13][CH2:14][C:15]#[C:16][Si:17]([CH3:20])([CH3:19])[CH3:18])[N:9]=2)[CH:5]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

3

반응물 2

HCID 27832383,5-Difluoropyridin-2-amineHCID 860867691-Bromo-6-(trimethylsilyl)hex-5-yn-2-one2회

생성물 1

HCID 665985106,8-Difluoro-2-(4-(trimethylsilyl)but-3-ynyl)-imidazo[1,2-a]pyridine수율 49.1%

실험 절차

The title compound was prepared in accordance with the general method of Example 223(D), from 3,5-difluoropyridin-2-amine (492 mg, 3.78 mmol) and 1-bromo-6-(trimethylsilyl)hex-5-yn-2-one (compound 223(C), 1.87 mg, 7.56 mmol). The crude residue was purified over silicagel chromatography (prepacked 25 g silicagel column, from DCM/Cyclohexane:70/30 to DCM/MeOH: 95/5 as eluent) to afford 517 mg of 6,8-difluoro-2-(4-(trimethylsilyl)but-3-ynyl)-imidazo[1,2-a]pyridine (Yield: 49%) as a brown oil.

후처리

  1. customThe crude residue was purified over silicagel chromatography (prepacked 25 g silicagel column, from DCM/Cyclohexane:70/30 to DCM/MeOH: 95/5 as eluent)

출처 및 근거

ORD 기록
ord-f186e30142a24f4c943f18b2064b7906
출처 데이터셋
uspto-grants-2014_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08674106B2

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