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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 603552Generated: October 30, 2026

6-Aminoquinoline → 2-chloro-5-fluoro-N4-(quinolin-6-yl)-4-pyrimidineamine

https://huagongshe.com/reaction/603552

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-AminoquinolineHCID 11373—
Reactant2,4-Dichloro-5-fluoropyrimidineHCID 250705—
Product2-chloro-5-fluoro-N4-(quinolin-6-yl)-4-pyrimidineamineHCID 22060531—

Reaction Steps

In like manner to the preparation of 2-chloro-5-fluoro-N4-[3-(1H-tetrazol-5-yl)phenyl]-4-pyrimidineamine the reaction of 2,4-dichloro-5-fluoropyrimidine with 6-aminoquinoline gave 2-chloro-5-fluoro-N4-(quinolin-6-yl)-4-pyrimidineamine. 1H NMR (CDCl3): δ 8.02 (dd, 1H, J=2.7 Hz), 8.00 (dd, 1H, J=2.4 Hz), 7.73 (d, 1H, J=9 Hz), 7.68 (dd, 1H, J=2.4 and 8.7 Hz), 7.28 (t, 1H, J=10.5 Hz), 6.42 (d, 1H, J=9.3 Hz); 19F NMR (CDCl3): −44344; LCMS: purity: 91%; MS (m/e): 292 (M+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07906644B2
Source datasetuspto-grants-2011_03
ORD IDord-b1f2991afa8d44c0af63832dc8595e41
Source noteuspto-grants-2011_03