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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 472247Generated: October 26, 2026

Diisopropylethylamine → HCID 178433070, compound

https://huagongshe.com/reaction/472247

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant5-bromo-4-chloro-2-(2,5-dimethyl-1H-pyrrol-1-yl)-6-methylpyrimidineHCID 59258848—
ReactantHCID 178479277HCID 178479277—
SolventDimethylacetamideHCID 31374—
ProductHCID 178433070HCID 17843307088%

Reaction Conditions

Temperature160 °C

Reaction Steps

A mixture of 5-bromo-4-chloro-2-(2,5-dimethyl-1H-pyrrol-1-yl)-6-methylpyrimidine (5.00 g, 17.0 mmol), cis-4-aminocyclohexanol hydrochloride (2.77 g, 18.3 mmol), and diisopropylethyl amine (8.69 mL, 49.9 mmol) in dimethylacetamide (60.0 mL) was heated at 160° C. in a sealed tube overnight. The reaction mixture was concentrated and the residue was purified by flash chromatography eluting with chloroform/methanol (0-3%). Combined fractions containing the desired product were concentrated. The resulting gum was dissolved in methyl tert-butyl ether (450 mL) and the solution was washed with 50% brine, dried (MgSO4), filtered and concentrated to afford the title compound as a orange foamy solid (5.53 g, 88%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08633204B2
Source datasetuspto-grants-2014_01
ORD IDord-70c613e59907481fa3c8166fd15fbf30
Source noteuspto-grants-2014_01