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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 511374Generated: October 28, 2026

2-Amino-3-fluoro-n-methylbenzamide → Diethyl (4-{[4-{[2-fluoro-6-(methylcarbamoyl)phenyl]amino}-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonate

https://huagongshe.com/reaction/511374

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Amino-3-fluoro-n-methylbenzamideHCID 27281504—
ReactantDiethyl (4-{[4-{[4-fluoro-2-(methylcarbamoyl)phenyl]amino}-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonateHCID 49822431—
ReactantDiethyl (4-{[4-chloro-5-(trifluoromethyl) pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonateHCID 86654002—
ProductDiethyl (4-{[4-{[2-fluoro-6-(methylcarbamoyl)phenyl]amino}-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonateHCID 58293038—

Reaction Steps

The title compound was prepared according to the procedure from Example 102 (Diethyl (4-{[4-{[4-fluoro-2-(methylcarbamoyl)-phenyl]amino}-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonate) using diethyl (4-{[4-chloro-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonate and the commercially available 2-amino-3-fluoro-N-methylbenzamide. 1H NMR (CDCl3, 400 MHz): δ=1.26 (t, J=7.07 Hz, 6 H), 2.92 (d, J=4.80 Hz, 3 H), 3.03-3.12 (m, 2 H), 3.86 (s, 3 H), 3.95-4.07 (m, 4 H), 6.21 (q, J=4.97 Hz, 1 H), 6.57 (d, J=9.09 Hz, 1 H), 6.81 (t, J=1.89 Hz, 1 H), 7.28-7.36 (m, 3 H), 7.73 (br. s., 1 H), 7.85 (br. s., 1 H), 8.34 (s, 1 H), 8.89 (br. s., 1 H). MS (ES+): m/z 586.14 [MH+] (TOF, polar).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09096624B2
Source datasetuspto-grants-2015_08
ORD IDord-36eebb4ff1e84e67bef1aa462298287f
Source noteuspto-grants-2015_08