Benzene → 2,4-Dichlorobenzoyl chloride

関与物質

役割	名称	HCID	仕込み量
反応物	Benzene	HCID 241	—
反応物	Allyl bromide	HCID 7841	—
反応物	Diisopropylethylamine	HCID 81531	—
反応物	Tetrazolo(1,5-a)pyrimidine	HCID 349391	—
反応物	2-Chloro-4-fluorobenzoyl chloride	HCID 2736546	—
反応物	N-(1-Methylpropargyl)-2-chloro-3-(trifluoromethyl)benzamide	HCID 90409423	—
生成物	2,4-Dichlorobenzoyl chloride	HCID 66645	52%
生成物	2-ethyl-1-phenyl-1H-imidazo[4,5-c]pyridine	HCID 90409595	25%

反応手順

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).

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US09066946B2
出典データセット	uspto-grants-2015_06
ORD ID	ord-03aa78ecac6f469996ac905835467438
出典メモ	uspto-grants-2015_06