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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1753584Generated: October 28, 2026

Methyl 5-aminobenzofuran-2-carboxylate → N4-(3,4-dichlorophenyl)-5-fluoro-N2-(2-methoxycarbonylbenzofuran-5-yl)-2,4-pyrimidinediamine

https://huagongshe.com/reaction/1753584

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 5-aminobenzofuran-2-carboxylateHCID 10845388—
Reactant(2-Chloro-5-fluoropyrimidin-4-yl)-(3,4-dichlorophenyl)amineHCID 22060411—
ProductN4-(3,4-dichlorophenyl)-5-fluoro-N2-(2-methoxycarbonylbenzofuran-5-yl)-2,4-pyrimidinediamineHCID 22060299—

Reaction Steps

In like manner to the preparation of N4-(3-chloro-4-trifluoromethoxyphenyl)-5-fluoro-N2-(3-hydroxyphenyl)-2,4-pyrimidineamine, the reaction of 5-amino-2-methoxycarbonylbenzofuran with 2-chloro-N4-(3,4-dichlorophenyl)-5-fluoro-4-pyrimidineamine gave N4-(3,4-dichlorophenyl)-5-fluoro-N2-(2-methoxycarbonylbenzofuran-5-yl)-2,4-pyrimidinediamine. 1H NMR (DMSO-d6): δ 9.70 (bs, 1H), 9.50 (bs, 1H), 8.20 (d, 1H, J=4.5 Hz), 8.09 (m, 1H), 7.80 (m, 3H), 7.62 (m, 2H), 7.53 (m, 1H), 7.38 (m, 1H), 3.88 (s, 3H); LCMS: purity: 94%; MS (m/e): 448 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09162989B2
Source datasetuspto-grants-2015_10
ORD IDord-1d8b38faeb444fa58ae8ac21de6ad069
Source noteuspto-grants-2015_10