Benzenemethanamine, 2,5-dichloro- → N-(2,5-dichlorobenzyl)-2-(5-isoquinolinyl)propanamide

Participants

Role	Name	HCID	Charge
Reactant	Benzenemethanamine, 2,5-dichloro-	HCID 457600	—
Reactant	2-(Isoquinolin-5-YL)acetic acid	HCID 12018708	—
Reactant	2-(Isoquinolin-5-yl)propanoic acid	HCID 22337638	—
Product	N-(2,5-dichlorobenzyl)-2-(5-isoquinolinyl)propanamide	HCID 10043982	—

Reaction Steps

The title compound was prepared using the procedure described in Example 222B using 2,5-dichlorobenzylamine and 2-(5-isoquinolinyl)propanoic acid instead of 4-(trifluoromethoxy)benzylamine and 5-isoquinolinylacetic acid. MS (ESI+) m/z 359 (M+H)+; MS (ESI−) m/z 357 (M−H)−; 1H NMR (DMSO, 300 MHz) δ 1.54 (d, J 7.1, 3H), 4.20 (m, 2H), 4.53 (q, J 7.1, 1H), 7.06 (s, 1H), 7.32 (d, J 8.4, 1H), 7.44 (d, J 8.4, 1H), 7.51 (s, 1H), 7.78 (t, J 7.8, 1H), 7.90 (d, J 6.5, 1H), 8.16 (d, J 8.1, 1H), 8.26 (d, J 6.4, 1H), 8.60 (d, J 6.2, 1H), 8.65 (t, J 5.8, 1H), 9.49 (s, 1H).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US06933311B2
Source dataset	uspto-grants-2005_08
ORD ID	ord-3b0acfc7d6014cbc979082d888df18c7
Source note	uspto-grants-2005_08