Benzene → 2,4-Dichlorobenzoyl chloride

참여 물질

역할	이름	HCID	투입량
반응물	Benzene	HCID 241	—
반응물	Allyl bromide	HCID 7841	—
반응물	Diisopropylethylamine	HCID 81531	—
반응물	Tetrazolo(1,5-a)pyrimidine	HCID 349391	—
반응물	2-Chloro-4-fluorobenzoyl chloride	HCID 2736546	—
반응물	N-(1-Methylpropargyl)-2-chloro-3-(trifluoromethyl)benzamide	HCID 90409423	—
생성물	2,4-Dichlorobenzoyl chloride	HCID 66645	52%
생성물	2-ethyl-1-phenyl-1H-imidazo[4,5-c]pyridine	HCID 90409595	25%

반응 단계

To the suspension of compound Intermediate 233 (138 mg, 0.5 mmol, 1.0 equiv), tetrazolo[1,5-a]pyrimidine (Intermediate 234) (67 mg, 0.55 mmol, 1.1 equiv.) and Hunig's base (0.3 mL, 1.75 mmol, 3.5 equiv.), (CuOTf)2.Benzene (150 mg, 0.6 mmol, 1.2 equiv.) was added at room temperature in one portion under N2. After 6 hours at room temperature, HPLC analysis indicated the complete consumption of Intermediate 233. Allyl bromide (242 mg, 2.0 mmol, 4.0 equiv.) was added and the reaction solution was stirred for another 2 hours. The same workup/purification procedure were followed to afford Intermediate 235 (113 mg, 0.26 mml, 52% yield) along with Intermediate 236 (49 mg, 0.12 mmol, 25% yield).

출처 및 근거

DOI	10.6084/m9.figshare.5104873.v1
특허 번호	US09066946B2
출처 데이터셋	uspto-grants-2015_06
ORD ID	ord-03aa78ecac6f469996ac905835467438
출처 메모	uspto-grants-2015_06