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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1244943Generated: November 1, 2026

Methanol → 2-chloro-9-cyclopentyl-N-[2-[[[4-(trifluoromethyl)-phenyl]-methyl]-amino]-ethyl]-9H-purin-6-amine

https://huagongshe.com/reaction/1244943

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactant4-(Trifluoromethyl)benzaldehydeHCID 67996—
ReactantSodium cyanoborohydrideHCID 5003444—
ReactantN-(2-aminoethyl)-2-chloro-9-cyclopentyl-9H-purin-6-amineHCID 21922924—
SolventAcetic AcidHCID 176—
Product2-chloro-9-cyclopentyl-N-[2-[[[4-(trifluoromethyl)-phenyl]-methyl]-amino]-ethyl]-9H-purin-6-amineHCID 21923022—

Reaction Steps

281 mg of the product obtained in Stage 1 of Example 7, 4 ml of methanol, 0.19 ml of 4-trifluoromethyl-benzaldehyde and 0.2 ml of acetic acid are mixed together, the reaction medium is agitated for 2 hours and 30 minutes, 0.1 g of NaBH3CN is added and agitation is carried out at ambient temperature for 1 hour. After evaporating the solvent, the residue is chromatographed on silica eluting with CH2Cl2/methanol/ammonium hydroxide (95/0.5/0.33) and 146 mg of expected product is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07122669B1
Source datasetuspto-grants-2006_10
ORD IDord-45554185d30c41fd83a428fa0db92c75
Source noteuspto-grants-2006_10