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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1753563Generated: October 28, 2026

HCID 22060492, compound → 5-amino-6-ethoxycarbonyl-N2,N4-bis(3-hydroxyphenyl)-2,4-pyrimidinediamine

https://huagongshe.com/reaction/1753563

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 22060492HCID 22060492—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product5-amino-6-ethoxycarbonyl-N2,N4-bis(3-hydroxyphenyl)-2,4-pyrimidinediamineHCID 22060881—

Reaction Steps

A suspension of 6-ethoxycarbonyl-N2,N4-bis(3-hydroxyphenyl)-5-nitro-2,4-pyrimidinediamine and 10% Pd/C (10% by weight) in ethanol was prepared and reacted in a Parr bottle under hydrogen gas (20 PSI) for 1 h. The reaction mixture was filtered through Celite. Purification by column chromatography gave 5-amino-6-ethoxycarbonyl-N2,N4-bis(3-hydroxyphenyl)-2,4-pyrimidinediamine. 1H NMR (CD3OD): δ 7.30 (bs, 1H), 7.18-7.10 (m, 3H), 7.00 (t, 2H, J=8.1 Hz), 6.59-6.54 (m, 1H), 6.33 (dd, 1H, J=2.1 and 11.1 Hz), 4.39 (q, 2H, J=6.9 Hz), 1.43 (t, 3H, J=6.9 Hz); LCMS: ret. time: 19.24 min.; purity: 100%; MS (m/e): 382 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09162989B2
Source datasetuspto-grants-2015_10
ORD IDord-fc85a10190ec4b8398f4a9a3ec1e66e4
Source noteuspto-grants-2015_10