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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1948005Generated: October 30, 2026

5-amino-3-methylquinolin-4(1H)-one → Diethyl [4-({4-[(3-methyl-4-oxo-1,4-dihydroquinolin-5-yl)amino]-5-(trifluoromethyl)pyrimidin-2-yl}amino)benzyl]phosphonate

https://huagongshe.com/reaction/1948005

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-amino-3-methylquinolin-4(1H)-oneHCID 67254065—
ReactantDiethyl (4-{[4-chloro-5-(trifluoromethyl)pyrimidin-2-yl]amino}benzyl)phosphonateHCID 86654003—
ProductDiethyl [4-({4-[(3-methyl-4-oxo-1,4-dihydroquinolin-5-yl)amino]-5-(trifluoromethyl)pyrimidin-2-yl}amino)benzyl]phosphonateHCID 58293056—

Reaction Steps

The title compound was prepared according to the procedure for Example 102 using diethyl(4-{[4-chloro-5-(trifluoromethyl)pyrimidin-2-yl]amino}benzyl)phosphonate and 5-amino-3-methylquinolin-4(1H)-one (Compound 203A). 1H NMR (DMSO-d6, 400 MHz): δ=1.18 (t, J=7.07 Hz, 6H), 2.00 (s, 3H), 3.15-3.25 (m, 2H), 3.96 (qd, J=7.37, 7.20 Hz, 4H), 7.16 (d, J=7.83 Hz, 1H), 7.24 (dd, J=8.59, 2.27 Hz, 2H), 7.51 (t, J=7.96 Hz, 1H), 7.61 (d, J=6.82 Hz, 2H), 7.97 (d, J=5.81 Hz, 1H), 8.45 (s, 1H), 8.71 (br. s., 1H), 9.84 (s, 1H), 12.01 (d, J=6.06 Hz, 1H), 14.42 (br. s., 1H). MS (ES+): m/z 562.13 [MH+] (TOF, polar).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08399433B2
Source datasetuspto-grants-2013_03
ORD IDord-beaeeb8cbf5443019130c805cf463dc0
Source noteuspto-grants-2013_03