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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1095036Generated: October 26, 2026

2-Chloro-5-methylpyrimidin-4-amine → 4-[4-(4-Amino-5-methyl-pyrimidin-2-ylamino)-benzyl]-piperazine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/1095036

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Chloro-5-methylpyrimidin-4-amineHCID 4302175—
Reactanttert-Butyl 4-((4-aminophenyl)methyl)piperazine-1-carboxylateHCID 12045001—
SolventAcetic AcidHCID 176—
Product4-[4-(4-Amino-5-methyl-pyrimidin-2-ylamino)-benzyl]-piperazine-1-carboxylic acid tert-butyl esterHCID 57674977—

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of 2-chloro-5-methyl-pyrimidin-4-ylamine (0.35 g, 2.4 mmol) and 4-(4-amino-benzyl)-piperazine-1-carboxylic acid tert-butyl ester (0.80 g, 2.8 mmol) in acetic acid (20 mL) was heated at 70° C. for 1 d. After cooling to room temperature, the mixture was concentrated. The residue was taken in water (30 mL) and neutralized with 10% NaOH solution until pH˜10. The resulting aqueous layer was extracted with EtOAc (2×30 mL) and the combined organic layers washed with brine, dried over anhydrous Na2SO4 and filtered. The filtrate was concentrated and the title compound used in the next step without purification. MS (ES+): m/z 399 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08133900B2
Source datasetuspto-grants-2012_03
ORD IDord-5d83255d9ad24002a1ee1cf6c963d9b4
Source noteuspto-grants-2012_03