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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2279878Generated: October 31, 2026

2-amino-N,N-diethyl-5-[1-(3-hydroxypropyl)-1H-pyrazol-4-yl]benzamide → Ethyl hydrogen (4-{[4-({6-[1-(2,2-difluoro-3-hydroxypropyl)-1H-pyrazol-4-yl]-2-(methylcarbamoyl)pyridin-3-yl}amino)-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonate

https://huagongshe.com/reaction/2279878

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-amino-N,N-diethyl-5-[1-(3-hydroxypropyl)-1H-pyrazol-4-yl]benzamideHCID 86697680—
Reactantdiethyl (4-{[4-({6-[1-(2,2-difluoro-3-hydroxypropyl)-1H-pyrazol-4-yl]-2-(methylcarbamoyl)pyridin-3-yl}amino)-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonateHCID 86697817—
ProductEthyl hydrogen (4-{[4-({6-[1-(2,2-difluoro-3-hydroxypropyl)-1H-pyrazol-4-yl]-2-(methylcarbamoyl)pyridin-3-yl}amino)-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonateHCID 8669781693.4%

Reaction Steps

Prepared analogously to Compound 3C using diethyl (4-{[4-({6-[1-(2,2-difluoro-3-hydroxypropyl)-1H-pyrazol-4-yl]-2-(methylcarbamoyl)pyridin-3-yl}amino)-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonate (Compound 59B, 388 mg, 0.532 mmol) to afford 348 mg of the title compound (93%). 1H NMR (400 MHz, CD3OD) δ 8.96-9.11 (m, 2H), 8.56 (s, 1H), 8.31 (s, 2H), 7.74 (d, J=9.1 Hz, 1H), 7.10 (s, 1H), 6.94 (d, J=8.1 Hz, 1H), 4.66 (d, J=7.6 Hz, 2H), 3.88 (quin, J=6.9 Hz, 5H), 3.65-3.77 (m, 2H), 3.06 (s, 5H), 1.15 (t, J=6.9 Hz, 3H). MS (ESI): m/z=701.68 [M+H]+. UPLC: tR=1.27 min (UPLC-TOF: polar—2 min).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133224B2
Source datasetuspto-grants-2015_09
ORD IDord-33c4d323e52948f39aa2b9502ce94c17
Source noteuspto-grants-2015_09