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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 71390Generated: October 26, 2026

2,4-Dichloro-5-fluoropyrimidine → N2,N4-bis(2-ethoxycarbonylindol-5-yl)-5-fluoro-2,4-pyrimidinediamine

https://huagongshe.com/reaction/71390

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,4-Dichloro-5-fluoropyrimidineHCID 250705—
ReactantEthyl 5-amino-1H-indole-2-carboxylateHCID 10726872—
ProductN2,N4-bis(2-ethoxycarbonylindol-5-yl)-5-fluoro-2,4-pyrimidinediamineHCID 22060513—

Reaction Steps

In like manner to the preparation of N2,N4-bis(3-hydroxyphenyl)-5-fluoro-2,4-pyrimidinediamine, 2,4-dichloro-5-fluoropyrimidine and 2-ethoxycarbonyl-5-indoleamine were reacted to yield N2,N4-bis(2-ethoxycarbonylindol-5-yl)-5-fluoro-2,4-pyrimidinediamine. 1H NMR (DMSO-d6): δ 11.83 (s, 1H), 11.63 (s, 1H), 9.21 (s, 1H), 8.99 (s, 1H), 8.08 (s, 1H), 8.01 (m, 2H), 7.49-7.22 (m, 4H), 6.92 (s, 1H), 6.63 (s, 1H), 4.29 (q, 4H, J=7.2 Hz), 1.32 (m, 6H); LCMS: ret. time: 24.74 min.; purity: 99%; MS (m/e): 503 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822685B2
Source datasetuspto-grants-2014_09
ORD IDord-f89a0a6127314778b72af82a620f6281
Source noteuspto-grants-2014_09