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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1884350Generated: October 27, 2026

Acetic Acid → 4-(1-Ethyl-propenyl)-2,5,6-trimethyl-7-(2,4,6-trimethylphenyl)-7H-pyrrolo[2,3-d]pyrimidine

https://huagongshe.com/reaction/1884350

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantSulfuric AcidHCID 1118—
ReactantSodium HydroxideHCID 14798—
Reactantp-tolylmethyl N-(pyrazine-2-carbonylamino)carbamateHCID 478568—
Reactant3-[2,5,6-trimethyl-7-(2,4,6-trimethylphenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]-pentan-3-olHCID 23505738—
SolventWaterHCID 962—
Product4-(1-Ethyl-propenyl)-2,5,6-trimethyl-7-(2,4,6-trimethylphenyl)-7H-pyrrolo[2,3-d]pyrimidineHCID 69892237101.4%

Reaction Steps

A mixture of 3-[2,5,6-trimethyl-7-(2,4,6-trimethyl-phenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]-pentan-3-ol (0.041 g, 0.122 mmol), concentrated sulfuric acid (0.055 g, 0.56 mmol) and acetic acid (0.136 g, 2.27 mmol) was heated to reflux for 1 hour, cooled, diluted with water, basified to pH10 with 2 N NaOH and extracted with ethyl acetate. The organic layer was washed with brine, dried and concentrated to dryness to give 43 mg of the title compound as a clear oil. The oil was purified through silica gel column chromatography to give 40 mg of the title compound as a white solid, mp 59-61° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06765008B1
Source datasetuspto-grants-2004_07
ORD IDord-46e34791e23542c0aa504e80ad249709
Source noteuspto-grants-2004_07