2,5-Dimethylpyrrolidine, (2R,5R)- → Methyl 2-(((2R,5R)-2,5-dimethyl-1-pyrrolidinyl)methyl)-2'-fluoro-5'-(methyloxy)-1,1'-biphenyl-4-carboxylate

関与物質

役割	名称	HCID	仕込み量
反応物	2,5-Dimethylpyrrolidine, (2R,5R)-	HCID 641767	—
反応物	Sodium cyanoborohydride	HCID 5003444	—
反応物	2'-Fluoro-2-formyl-5'-methoxy-biphenyl-4-carboxylic acid methyl ester	HCID 57467630	—
溶媒	Methanol	HCID 887	—
溶媒	Ethyl Acetate	HCID 8857	—
生成物	Methyl 2-(((2R,5R)-2,5-dimethyl-1-pyrrolidinyl)methyl)-2'-fluoro-5'-(methyloxy)-1,1'-biphenyl-4-carboxylate	HCID 57705891	13.9%

反応条件

温度	110 °C

反応手順

Sodium cyanoborohydride (0.071 g, 1.1 mmol) was added to a solution of 66.60C (0.180 g, 0.62 mmol) and (2R,5R)-2,5-dimethylpyrrolidine (available from Aldrich) (0.073 g, 0.74 mmol) in MeOH (3 mL). The reaction was stirred at 110° C. for 30 minutes and then was diluted with EtOAc (100 mL). The mixture was washed with an aqueous Na2CO3 solution and brine, and dried over anhydrous sodium sulfate. After filtration, solvent was removed, and the residue was purified by flash chromatography (silica gel, 1:6 EtOAc/hexane) and gave 66.71A (32 mg).

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US08030354B2
出典データセット	uspto-grants-2011_10
ORD ID	ord-366654af05f644e59206834295c4caf3
出典メモ	uspto-grants-2011_10