Sodium hydride → 6-[8-(Benzothiazol-2-ylcarbamoyl)-3,4-dihydro-1H-isoquinolin-2-yl]-3-(3-hydroxy-propyl)-pyridine-2-carboxylic acid

関与物質

役割	名称	HCID	仕込み量
反応物	Sodium hydride	HCID 24758	—
反応物	4-(4-(3-(4-methylpiperazin-1-yl)propylamino)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)phenol	HCID 59447463	—
反応物	tert-butyl 6-(8-(benzo[d]thiazol-2-ylcarbamoyl)-3,4-dihydroisoquinolin-2(1H)-yl)-3-(3-iodopropyl)picolinate	HCID 59447593	—
溶媒	Dimethylformamide	HCID 6228	—
生成物	6-[8-(Benzothiazol-2-ylcarbamoyl)-3,4-dihydro-1H-isoquinolin-2-yl]-3-(3-hydroxy-propyl)-pyridine-2-carboxylic acid	HCID 46836929	—

反応手順

To a solution of compound 84A (60 mg, 0.163 mmol) in DMF (5 ml) was added sodium hydride (32.7 mg, 0.816 mmol)(60%). The reaction was stirred for 10 min and compound 96D (107 mg, 0.163 mmol) was added. The resulting mixture was stirred for 3 hour and purified by reverse phase HPLC (mobile phase: 0%-50% acetonitrile in 0.1% TFA aqueous solution during 70 min) to provide the title compound 99: 1H NMR (400 MHz, DMSO-D6) δ ppm 12.81 (1H, s), 8.04 (1H, dd), 7.79 (1H, d), 7.60 (1H, d), 7.53 (1H, d), 7.45-7.50 (1H, m), 7.39-7.43 (1H, m), 7.32-7.38 (2H, m), 6.95 (1H, d), 4.92 (2H, s), 3.86 (2H, t), 3.37 (2H, t), 2.99 (2H, t), 2.63-2.70 (2H, m), 1.58-1.69 (2H, m), LCMS (APCI) 489 (M+H).

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US08232273B2
出典データセット	uspto-grants-2012_07
ORD ID	ord-a3764d17e1be41318c175c370e657ee8
出典メモ	uspto-grants-2012_07