Sodium Bicarbonate → 1-(2-Fluorobenzyl)-4-(2-thienyl)-1H-pyrazolo[3,4-d]pyrimidine-6-amine

関与物質

役割	名称	HCID	仕込み量
反応物	Sodium Bicarbonate	HCID 516892	—
反応物	2-Thiopheneboronic acid	HCID 2733960	—
反応物	4-chloro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-d]pyrimidine-6-amine	HCID 22015505	—
触媒	HCID 178418397	HCID 178418397	—
溶媒	Water	HCID 962	—
溶媒	Tetrahydrofuran	HCID 8028	—
生成物	1-(2-Fluorobenzyl)-4-(2-thienyl)-1H-pyrazolo[3,4-d]pyrimidine-6-amine	HCID 22015493	20%

反応手順

A stirred solution of 4-chloro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-d]pyrimidine-6-amine(139 mg, 0.5 mmol) in dry THF (10 mL) was treated with 2-thiopheneboronic acid (128 mg, 1.0 mmol), Pd(PPh3)4 (50 mg, 10 mol %) and saturated aqueous NaHCO3 solution (2 mL), refluxed for 30 min, diluted with H2O, extracted with EtOAc, dried MgSO4) and concentrated in vacuo. The resulting dark brown oil was purified by chromatography [SiO2; heptane:EtOAc (1:1) then (1:3)] to give the title compound (32 mg, 20%) as a cream solid.

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US07087754B2
出典データセット	uspto-grants-2006_08
ORD ID	ord-588ad923580f4603b6b4a120c39861a9
出典メモ	uspto-grants-2006_08