2-Amino-3-chloropyridine → 8-Chloro-2-(4-(trimethylsilyl)but-3-ynyl)-imidazo[1,2-a]pyridine

반응식

Br[CH2:2][C:3](=O)[CH2:4][CH2:5][C:6]#[C:7][Si:8]([CH3:11])([CH3:10])[CH3:9].[Cl:13][C:14]1[C:15]([NH2:20])=[N:16][CH:17]=[CH:18][CH:19]=1>>[Cl:13][C:14]1[C:15]2[N:16]([CH:2]=[C:3]([CH2:4][CH2:5][C:6]#[C:7][Si:8]([CH3:11])([CH3:10])[CH3:9])[N:20]=2)[CH:17]=[CH:18][CH:19]=1

참가 물질

반응물 2

HCID 6932672-Amino-3-chloropyridine

HCID 860867691-Bromo-6-(trimethylsilyl)hex-5-yn-2-one

생성물 1

HCID 665984068-Chloro-2-(4-(trimethylsilyl)but-3-ynyl)-imidazo[1,2-a]pyridine수율 72.2%

실험 절차

The title compound was prepared in accordance with the general method of Example 223(D), from 1-bromo-6-(trimethylsilyl)hex-5-yn-2-one (4.96 g, 20.1 mmol, Example 223(C)) and 3-chloropyridin-2-amine (1.29 g, 10.0 mmol). The crude residue was purified by flash chromatography (cyclohexane/AcOEt 4:1) to yield 2.00 g (7.22 mmol, 72%) of 8-chloro-2-(4-(trimethylsilyl)but-3-ynyl)-imidazo[1,2-a]pyridine as a brown solid.

후처리

customThe crude residue was purified by flash chromatography (cyclohexane/AcOEt 4:1)

출처 및 근거

ORD 기록: ord-75a7eb4f7db048bd868716e49ee8e219
출처 데이터셋: uspto-grants-2014_11
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US08883826B2

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