Methyl iodide → 4-bromo-5-(methoxymethyl)-1-methyl-1H-pyrazole

関与物質

役割	名称	HCID	仕込み量
反応物	Methyl iodide	HCID 6328	—
反応物	Sodium hydride	HCID 24758	—
反応物	(4-bromo-1-methyl-1H-pyrazol-5-yl)methanol	HCID 57415773	—
溶媒	Tetrahydrofuran	HCID 8028	—
溶媒	tetrahydrofuran N,N-dimethylformamide	HCID 21974620	—
溶媒	Sodium chloride; water	HCID 57417360	—
生成物	4-bromo-5-(methoxymethyl)-1-methyl-1H-pyrazole	HCID 89995604	67.2%

反応手順

NaH (60%, 58 mg) was added to a solution of (4-bromo-1-methyl-1H-pyrazol-5-yl)methanol (Preparation 149, 97 mg, 1.03 mmol) in THF/DMF (8/4 mL). After stirring for 15 minutes, iodomethane (439 mg, 3.09 mmol) in THF (1 mL) was added. The resulting solution was stirred at room temperature for 16 hours. The reaction mixture was diluted with brine and extracted with EtOAc. The combined organic layers were washed with water, dried over sodium sulphate and concentrated in vacuo to afford the title compound (142 mg, 67%).

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US09334286B2
出典データセット	uspto-grants-2016_05
ORD ID	ord-07e36eea7b7d45ccb68517445ea40eec
出典メモ	uspto-grants-2016_05