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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1822693Generated: October 30, 2026

Benzo-1,3-dioxole-5-methylamine → N-(benzo[d][1,3]dioxol-5-ylmethyl)-2-(2,6-difluorophenyl)-5-hydroxy-1-methyl-6-oxo-1,6-dihydropyrimidine-4-carboxamide

https://huagongshe.com/reaction/1822693

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzo-1,3-dioxole-5-methylamineHCID 75799—
Reactant2-(2,6-Difluoro-phenyl)-5-hydroxy-1-methyl-6-oxo-1,6-dihydro-pyrimidine-4-carboxylic acid ethyl esterHCID 54691434—
ProductN-(benzo[d][1,3]dioxol-5-ylmethyl)-2-(2,6-difluorophenyl)-5-hydroxy-1-methyl-6-oxo-1,6-dihydropyrimidine-4-carboxamideHCID 54687117—

Reaction Steps

Prepared according to the procedure described for example 2 from 2-(2,6-difluoro-phenyl)-5-hydroxy-1-methyl-6-oxo-1,6-dihydro-pyrimidine-4-carboxylic acid ethyl ester (31 mg, 0.1 mmol) and piperonylamine (76 mg, 0.5 mmol). The title product was obtained as an off-white solid (18.6 mg, 45% yield). 1HNMR (500 MHz, CDCl3) δ: 12.35 (1H, s), 7.74 (1H, br s), 7.52–7.46 (1H, m), 7.04 (2H, dd, J=8.24, 7.33 Hz), 6.80 (1H, s), 6.78–6.74 (2H, m), 5.93 (2H, s), 4.48 (2H, d, J=6.10 Hz), 3.40 (3H, s). HRMS (ESI) calcd for C20H14F2N3O5 (M−H): 414.0902; found: 414.0900.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07037908B2
Source datasetuspto-grants-2006_05
ORD IDord-30566104f4ae4363bb79d23462592953
Source noteuspto-grants-2006_05