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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 49798Generated: October 26, 2026

Hydrochloric Acid → 5-Bromo-2-{4-[3-(isobutylamino)-2-hydroxypropoxy]anilino}-4-(4-methoxyphenoxy)pyrimidine

https://huagongshe.com/reaction/49798

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant5-Bromo-2-{4-[2-hydroxy-3-(N,N-dimethylamino)propoxy]anilino}-4-(4-methoxyphenoxy)pyrimidineHCID 10163355—
Reactant4-[3-(Isobutylamino)-2-hydroxypropoxy]anilineHCID 21300397—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product5-Bromo-2-{4-[3-(isobutylamino)-2-hydroxypropoxy]anilino}-4-(4-methoxyphenoxy)pyrimidineHCID 2130039826%

Reaction Conditions

Temperature100 °C

Reaction Steps

Ethereal hydrogen chloride (2.0M; 0.57 ml, 1.14 mmol) was added to a solution of 5-bromo-2-chloro-4-(4-methoxyphenoxy)pyrimidine (Method 1, 200 mg, 0.63 mmol) and 4-[3-(isobutylamino)-2-hydroxypropoxy]aniline (Method 10, 136 mg, 0.57 mmol) in NMP (4 ml). The solution was heated at 100° C. for 6 hours and silica (1 g) was added. Volatile material was removed by evaporation and the residue was purified by column chromatography, eluting with 0-10% 2.0M methanolic ammonia solution in DCM, to give the product as a colourless solid (76 mg, 26%). MS (MH+): 517, 519; HPLC (RT): 6.48.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06710052B2
Source datasetuspto-grants-2004_03
ORD IDord-4212b4b90fd34d8c9d6c6dceb426ff5f
Source noteuspto-grants-2004_03