Lithium Hydroxide → N-(5-bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-(trifluoromethyl)picolinamide

関与物質

役割	名称	HCID	仕込み量
反応物	Lithium Hydroxide	HCID 3939	—
反応物	Bis(2-oxo-3-oxazolidinyl)phosphinic chloride	HCID 152842	—
反応物	5-(trifluoromethyl)pyridine-2-carboxylic Acid	HCID 10910349	—
反応物	5-bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-amine	HCID 60205276	—
溶媒	Water	HCID 962	—
溶媒	Dichloromethane	HCID 6344	—
生成物	N-(5-bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-(trifluoromethyl)picolinamide	HCID 60205405	55.6%

反応手順

TEA (0.61 mL, 4.35 mmol) was added to 5-bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-amine (200 mg, 0.87 mmol, Example 1, Step H), 5-(trifluoromethyl)picolinic acid (200 mg, 1.04 mmol) and BOP-Cl (330 mg, 1.30 mmol) in DCM (5 mL). The reaction was stirred at room temperature for 1 hour, and then a LiOH solution (3 mL, 2N) was added. The mixture was stirred for 30 minutes, and water (10 mL) was added. The solid formed was collected by filtration, washed with DCM (10 mL) and dried to give N-(5-bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-(trifluoromethyl)picolinamide (195 mg, 55% yield) as a solid.

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US08981085B2
出典データセット	uspto-grants-2015_03
ORD ID	ord-2c3afb994664401090b76100762e0eb5
出典メモ	uspto-grants-2015_03