Potassium Carbonate → (3R,5S)-4-(4-benzyl-3,5-dimethyl-piperazin-1-yl)-2-(3,4-dimethoxy-benzyl)-isoindole-1,3-dione

関与物質

役割	名称	HCID	仕込み量
反応物	Potassium Carbonate	HCID 11430	—
反応物	Diisopropylethylamine	HCID 81531	—
反応物	tert-Butyl piperazine-1-carboxylate	HCID 143452	—
反応物	2-(Bromomethyl)-1,3-difluorobenzene	HCID 581435	—
反応物	4-(4-(2,6-Difluorobenzyl)piperazin-1-yl)-2-(3,4-dimethoxybenzyl)isoindoline-1,3-dione	HCID 23627613	—
生成物	(3R,5S)-4-(4-benzyl-3,5-dimethyl-piperazin-1-yl)-2-(3,4-dimethoxy-benzyl)-isoindole-1,3-dione	HCID 58296018	—

反応手順

Compound 42 was prepared by the methods described in Example 1 for the synthesis of Compound 16, substituting 2,6-dimethylpiperazine (26 mg) for 1-Boc-piperazine in Example 1, Step C; and substituting benzylbromide (0.05 mL) for 2,6-difluorobenzylbromide and K2CO3 (0.09 g) for DIEA in Example 1, Step D. Compound 42 was isolated as a yellow solid. 1H NMR (300 MHz, CDCl3) δ 7.51-7.87 (m, 7 H), 7.10 (d, J=8.2 Hz, 1 H), 6.91-6.94 (m, 2 H), 6.76 (d, J=8.2 Hz, 1 H), 4.70 (s, 2 H), 4.62 (s, 2 H), 3.85 (s, 3 H), 3.83 (s, 3 H), 3.71-3.75 (m, 2 H), 3.43-3.52 (m, 4 H), and 1.71 (d, J=5.9 Hz, 6 H); MS (ES+) 500 (M+1); Anal. Calcd for C30H33N3O4.1.67 CF3CO2H.0.3H2O: C, 57.58; H, 5.11; N, 6.04; F, 13.69; H2O, 0.78. Found: C, 57.24; H, 5.08; N, 6.27; F, 13.33; H2O, 0.45.

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US08193191B2
出典データセット	uspto-grants-2012_06
ORD ID	ord-e60de6d9571148cc9bfcf81a43303bf7
出典メモ	uspto-grants-2012_06