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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1447875Generated: October 27, 2026

Sulfuric Acid → 4-(alpha,alpha,alpha-Trifluoro-m-tolyl)imidazo[1,5-a]pyrimidine-8-carboxaldehyde

https://huagongshe.com/reaction/1447875

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
ReactantAmmonium ChlorideHCID 25517—
Reactant4-(alpha,alpha,alpha-Trifluoro-m-tolyl)imidazo[1,5-a]pyrimidine-8-carbonitrileHCID 15712556—
ReactantDiisobutylaluminumhydrideHCID 21225700—
SolventTetrahydrofuranHCID 8028—
Product4-(alpha,alpha,alpha-Trifluoro-m-tolyl)imidazo[1,5-a]pyrimidine-8-carboxaldehydeHCID 23329869—

Reaction Steps

A 0.01 mole sample of 4-(α,α,α-trifluoro-m-tolyl)-imidazo[1,5-a]pyrimidine-8-carbonitrile in tetrahydrofuran at -40° C. is reacted with diisobutyl aluminum hydride. To the mixture is added saturated aqueous ammonium chloride followed by dilute sulfuric acid. The mixture is extracted with methylene chloride and the extract washed with water and dried (MgSO4). The solvent is removed under reduced pressure to give the product of the example.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04178449
Source datasetuspto-grants-1979_12
ORD IDord-0b4d6ac76efe4736adfd9c87d8220c3b
Source noteuspto-grants-1979_12