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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2274303Generated: October 31, 2026

Diisopropylethylamine → Tert-butyl (3-((2-chloro-5-fluoropyrimidin-4-yl)amino)phenyl)carbamate

https://huagongshe.com/reaction/2274303

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant2,4-Dichloro-5-fluoropyrimidineHCID 250705—
Reactanttert-butyl N-(3-aminophenyl)carbamateHCID 12877220—
SolventTetrahydrofuranHCID 8028—
ProductTert-butyl (3-((2-chloro-5-fluoropyrimidin-4-yl)amino)phenyl)carbamateHCID 59174297—

Reaction Steps

2,4-Dichloro-5-fluoropyrimidine (800 mg, 4.8 mmoL), tert-butyl (3-aminophenyl)carbamate (996 mg, 4.8 mmoL) and Hunig's base (948 uL, 5.75 mmoL) were dissolved in THF (20 mL). The reaction mixture was heated at reflux overnight. After cooling, partitioned between water/brine (10 mL), agitated and separated the layers. Dried organic phase over sodium sulfate, and the solvent was removed via rotary evaporation. Titration with EtOAc and Heptane gave after filtration a white solid, 1 g. LC/MS (RT=2.03/(M+1)) 339.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09126950B2
Source datasetuspto-grants-2015_09
ORD IDord-804d8eafc0134e65bf7e07d3c50d89c3
Source noteuspto-grants-2015_09