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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 511534Generated: October 30, 2026

2-Amino-5-fluoro-N-methylbenzamide → Diethyl [4-({4-[(1,3-dimethyl-4-oxo-1,4-dihydroquinolin-5-yl)amino]-5-(trifluoromethyl)pyrimidin-2-yl}amino)-3-methoxybenzyl]phosphonate

https://huagongshe.com/reaction/511534

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Amino-5-fluoro-N-methylbenzamideHCID 43132558—
Reactant5-amino-1,3-dimethylquinolin-4(1H)-oneHCID 67255059—
ReactantDiethyl (4-{[4-chloro-5-(trifluoromethyl) pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonateHCID 86654002—
ProductDiethyl [4-({4-[(1,3-dimethyl-4-oxo-1,4-dihydroquinolin-5-yl)amino]-5-(trifluoromethyl)pyrimidin-2-yl}amino)-3-methoxybenzyl]phosphonateHCID 58293039—

Reaction Steps

The title compound was prepared according to Compound 102A using diethyl (4-{[4-chloro-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonate (99.5 mg, 0.219 mmol) and 5-amino-1,3-dimethylquinolin-4(1H)-one (Compound 299A, 49.2 mg, 0.261 mmol). 1H NMR (400 MHz, DMSO-d6) δ ppm 14.66 (s, 1H), 8.88 (s, 1H), 8.60 (br s, 1H), 8.38 (s, 1H), 8.07 (s, 1H), 7.43-7.63 (m, 2H), 7.18 (d, J=8.6 Hz, 1H), 7.05 (s, 1H), 6.90 (d, J=7.8 Hz, 1H), 3.95-4.05 (m, 4H), 3.80 (s, 3H), 3.76 (s, 3H), 3.28 (d, J=21.5 Hz, 2H), 1.98 (s, 3H), 1.20 (t, J=6.9 Hz, 6H). MS (ES+): m/z 606.16 (60) [MH+]. HPLC: tR=1.46 min (TOF, polar—3 min).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09096624B2
Source datasetuspto-grants-2015_08
ORD IDord-f3afddfcaa434058ac322ac3476fd952
Source noteuspto-grants-2015_08