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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2108681Generated: October 31, 2026

Hydrochloric Acid → HCID 9891181, compound

https://huagongshe.com/reaction/2108681

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDiethyl EtherHCID 3283—
Reactant3,4,5-TrimethoxyanilineHCID 32285—
ReactantHCID 57632411HCID 57632411—
SolventIsopropanolHCID 3776—
ProductHCID 9891181HCID 989118135.3%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a mixture of 2-[(2-chloro-5-nitropyrimidin-4-yl)amino]benzamide (52 mg, 0.178 mmol) and 3,4,5-trimethoxyaniline (34 mg, 0.185 mmol) in 2-propanol (2 mL) was added 1N HCl in diethyl ether (50 uL, 0.05 mmol). The reaction mixture was heated at 90° C. for approx. 18 hours. After the reaction was cooled to room temperature cold diethyl ether was added to precipitate out the product. The precipitate was filtered and washed with cold diethyl ether, then dried under vacuum to give 2-({5-nitro-2-[(3,4,5-trimethoxyphenyl)amino]pyrimidin-4-yl}amino)benzamide hydrochloride (30 mg, 35%) as a dark brown solid. 1H NMR (DMSO-d6/D2O): δ 9.07 (s, 1H), 8.26 (m, 1 H), 7.69 (d, 1 H), 7.34 (t, 1 H), 7.19 (t, 1 H), 6.92 (s, 2 H), 3.77 (s, 3 H), 3.59 (s, 6 H). MS m/z 440 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07514446B2
Source datasetuspto-grants-2009_04
ORD IDord-701723b5e80544ea9407e202e7c6c552
Source noteuspto-grants-2009_04