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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 585980Generated: October 26, 2026

5-Isocyanatoisoquinoline → N-(4-bromo-3-fluorobenzyl)-N'-(3-methyl-5-isoquinolinyl)urea

https://huagongshe.com/reaction/585980

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-IsocyanatoisoquinolineHCID 11586357—
Reactant5-Isocyanato-3-methylisoquinolineHCID 22228382—
Reactant(4-Bromo-3-fluorophenyl)methanamineHCID 22337664—
ProductN-(4-bromo-3-fluorobenzyl)-N'-(3-methyl-5-isoquinolinyl)ureaHCID 10430331—

Reaction Steps

The title compound was prepared using the procedure described in Example 61B using 4-bromo-3-fluorobenzylamine and the product from Example 154A instead of 4-cyanobenzyl alcohol and the product from Example 61A. 1H NMR (300 MHz, DMSO-d6) δ 9.68 (s, 1H), 9.46 (s, 1H), 8.51 (m, 2H), 8.01 (d, 1H, J=7.8 Hz), 7.80 (t, 1H, J=7.8 Hz), 7.67 (m, 2H), 7.36 (dd, 1H, J=9, 1.5 Hz), 7.18 (dd, 1H, J=9, 1 Hz), 4.39 (d, 2H, J=6 Hz), 2.77 (s, 3H); MS (ESI) 388/390 (M+H)+; Anal. Calcd for C18H15BrFN3O.HCl: C, 50.91; H, 3.80; N, 9.89. Found: C, 50.81; H, 3.74; N, 9.87

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06933311B2
Source datasetuspto-grants-2005_08
ORD IDord-4dd94e53f42248678a45ae7b73ff51d7
Source noteuspto-grants-2005_08