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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2036556Generated: November 1, 2026

Diisopropylethylamine → Benzimidazole

https://huagongshe.com/reaction/2036556

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant4-Amino-6-chloropyrimidine-5-carbonitrileHCID 12278262—
Solvent1-ButanolHCID 263—
SolventWaterHCID 962—
SolventEthyl acetate hexaneHCID 21226206—
ProductBenzimidazoleHCID 5798—

Reaction Conditions

Temperature120 °C

Reaction Steps

Synthesis of D-7. A mixture of 4-amino-6-chloropyrimidine-5-carbonitrile (B) (0.257 g, 1.662 mmol), D-6 (1.662 mmol), and DIEA (0.868 mL, 4.99 mmol) in n-butanol (16.62 mL) was stirred at 120° C. After 24 h, the heat was removed and left at rt. After cooling, the mixture was concentrated under reduced pressure to give a brown solid, which was suspended in water (50 mL), sonicated, filtered, and washed with water (100 mL) to give a tan solid. The tan solid was suspended in EtOAc-hexane (1:4, 20 mL), filtered, washed with EtOAc-hexane (1:4, 20 mL), and dried to give D-7 as a racemic mixture.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08575183B2
Source datasetuspto-grants-2013_11
ORD IDord-0789e2d6b4f947b0b57d7205c251fc85
Source noteuspto-grants-2013_11