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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2279771Generated: October 31, 2026

2,4-Dichloro-5-(trifluoromethyl)pyrimidine → Diethyl (3-chloro-4-{[4-chloro-5-(trifluoromethyl)pyrimidin-2-yl]amino}benzyl)phosphonate

https://huagongshe.com/reaction/2279771

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,4-Dichloro-5-(trifluoromethyl)pyrimidineHCID 2782774—
ReactantDiethyl 3-chloro-4-aminobenzylphosphonateHCID 19077629—
ReactantDiethyl (4-{[4-chloro-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-fluorobenzyl)phosphonateHCID 86697719—
ProductDiethyl (3-chloro-4-{[4-chloro-5-(trifluoromethyl)pyrimidin-2-yl]amino}benzyl)phosphonateHCID 8669772530%

Reaction Steps

Prepared analogously to Compound 22C using 2,6-Dichloro-5-trifluoromethylpyrimidine (2.2 g, 10.3 mmol) and (4-amino-3-chlorobenzyl)phosphonic acid diethyl ester (Compound 24D, 2.2 g, 7.94 mmol) to afford 1.1 g of the title compound (30%). 1H NMR (400 MHz, CDCl3): δ=1.22-1.26 (m, 6H), 3.1 (d, J=22 Hz, 2H), 3.99-4.08 (m, 4H), 7.23 (d, J=8.4 Hz, 1H), 7.36 (s, 1H), 7.83 (brs, 1H), 8.3 (d, J=8.2 Hz, 1H), 8.57 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133224B2
Source datasetuspto-grants-2015_09
ORD IDord-7086ef5d5f674462b0576a9c750cd971
Source noteuspto-grants-2015_09