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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1948007Generated: October 31, 2026

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

https://huagongshe.com/reaction/1948007

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-amino-3-methylquinolin-4(1H)-oneHCID 67254065—
ReactantDiethyl (4-{[4-chloro-5-(trifluoromethyl) pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonateHCID 86654002—
ProductDiethyl[3-methoxy-4-({4-[(3-methyl-4-oxo-1,4-dihydroquinolin-5-yl)amino]-5-(trifluoromethyl)pyrimidin-2-yl}amino)benzyl]phosphonateHCID 58292922—

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}-3-methoxybenzyl)phosphonate and 5-amino-3-methylquinolin-4(1H)-one (Compound 203A). 1H NMR (DMSO-d6, 400 MHz): δ=1.20 (t, J=7.07 Hz, 6H), 1.98 (s, 3H), 3.24-3.31 (m, 2H), 3.75 (s, 3H), 3.94-4.04 (m, 4H), 6.90 (d, J=7.83 Hz, 1H), 7.04 (s, 1H), 7.08 (d, J=8.34 Hz, 1H), 7.34-7.44 (m, 1H), 7.50 (d, J=7.83 Hz, 1H), 7.94 (s, 1H), 8.37 (s, 1H), 8.48 (br. s., 1H), 8.91 (s, 1H), 11.86 (br. s., 1H), 14.41 (s, 1H). MS (ES+): m/z 592.14 [MH+] (TOF, polar).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08399433B2
Source datasetuspto-grants-2013_03
ORD IDord-e7a0ae949150434c94189218ce9acab0
Source noteuspto-grants-2013_03