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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 585981Generated: October 26, 2026

5-Isocyanatoisoquinoline → N-[3-fluoro-4-(4-methyl-1-piperidinyl)benzyl]-N'-(3-methyl-5-isoquinolinyl)urea

https://huagongshe.com/reaction/585981

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-IsocyanatoisoquinolineHCID 11586357—
Reactant5-Isocyanato-3-methylisoquinolineHCID 22228382—
ReactantHCID 22337572HCID 22337572—
ProductN-[3-fluoro-4-(4-methyl-1-piperidinyl)benzyl]-N'-(3-methyl-5-isoquinolinyl)ureaHCID 10386630—

Reaction Steps

The title compound was prepared using the procedure described in Example 61B using 3-fluoro-4-(4-methyl-1-piperidinyl)benzylamine and the product from Example 154A instead of 4-cyanobenzyl alcohol and the product from Example 61A. 1H NMR (300 MHz, DMSO-d6) δ 9.74 (s, 1H), 9.52 (s, 1H), 8.66 (s, 1H), 8.59 (d, 1H, J=8.4 Hz), 8.04 (d, 1H, J=8.4 Hz), 7.83 (t, 1H, J=8.4 Hz), 7.62 (t, 1H, J=6 Hz), 7.10 (m, 3H), 4.32 (d, 2H, J=6 Hz), 3.31 (m, 2H), 2.79 (s, 3H), 2.69 (m, 2H), 1.71 (m, 2H), 1.49 (m, 1H), 1.32 (m, 2H), 0.95 (d, 3H, J=6 Hz). MS (ESI) 407 (M+H)+; Anal. Calcd for C24H27FN4O.2.3HCl: C, 58.79; H, 6.02; N, 11.43. Found: C, 58.73; H, 6.18; N, 11.19.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06933311B2
Source datasetuspto-grants-2005_08
ORD IDord-a3a0d85795004f6fb6726ae1770c186a
Source noteuspto-grants-2005_08