Diisopropylethylamine → 3-{1-[(2-fluoro-5-methylphenyl)acetyl]-2,3-dihydro-1H-indol-5-yl}-1-methyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine

https://huagongshe.com/reaction/1909965

関与物質

役割	名称	HCID	仕込み量
反応物	Diisopropylethylamine	HCID 81531	—
反応物	Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)	HCID 9886157	—
反応物	2-(2-Fluoro-5-methylphenyl)acetic acid	HCID 17750675	—
反応物	3(2,3-dihydro-1H-indol-5-yl)-1-methyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine 2HCl	HCID 66823550	—
溶媒	Water	HCID 962	—
溶媒	Dimethylformamide	HCID 6228	—
生成物	3-{1-[(2-fluoro-5-methylphenyl)acetyl]-2,3-dihydro-1H-indol-5-yl}-1-methyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine	HCID 53467388	—

反応手順

In a 20 mL vial with cap, to the solution of 3-(2,3-dihydro-1H-indol-5-yl)-1-methyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine 2HCl (70 mg, 0.206 mmol), (2-fluoro-5-methylphenyl)acetic acid (34.7 mg, 0.206 mmol), HATU (78 mg, 0.206 mmol) in DMF (2 mL) was added Hunig's base (0.144 mL, 0.825 mmol). The mixture was stirred at room temperature for overnight. LCMS showed reaction was completed. The reaction was poured into water, off-white solid formed. The solid was filtered to give the title compound as an off-white solid. 1H NMR (400 MHz, DMSO-d6) δ ppm 2.29 (s, 3H), 3.28 (t, J=8.46 Hz, 2H), 3.89 (s, 2H), 3.93 (s, 3H), 4.29 (t, J=8.46 Hz, 2H), 7.07 (s, 1H), 7.09-7.16 (m, 2H), 7.43 (d, J=8.34 Hz, 1H), 7.52 (s, 1H), 8.15 (d, J=8.34 Hz, 1H), 8.25 (s, 1H).

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US08598156B2
出典データセット	uspto-grants-2013_12
ORD ID	ord-6d0c82a64eb94864b5ae7631f1da1ae2
出典メモ	uspto-grants-2013_12