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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 41006Generated: October 28, 2026

Trifluoroacetic acid → 4-[1-(1-Cyclopentyl-2-cyclopropylethyl)-1h-pyrazol-4-yl]-7h-pyrrolo[2,3-d]pyrimidine

https://huagongshe.com/reaction/41006

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantHCID 66597726HCID 66597726—
SolventDichloromethaneHCID 6344—
Product4-[1-(1-Cyclopentyl-2-cyclopropylethyl)-1h-pyrazol-4-yl]-7h-pyrrolo[2,3-d]pyrimidineHCID 4462617290%

Reaction Steps

4-[1-(1-Cyclopentyl-2-cyclopropylethyl)-1H-pyrazol-4-yl]-7-[2-(trimethylsilyl)ethoxy]-methyl-7H-pyrrolo[2,3-d]pyrimidine trifluoroacetate salt (13 mg, 0.023 mol) was stirred at room temperature in a solution of DCM (2 mL) containing TFA (1.5 mL) for two hours. The solvent was removed in vacuo. The resulting residue was redissolved in THF (3 mL), and 6N NaOH (2 mL) was added. After stirring for one hour, the mixture was partitioned between water and ethyl acetate. The organic layer was dried over sodium sulfate and the solvent was removed in vacuo. Purification via preparative-HPLC/MS (C18 eluting with a gradient of H2O and ACN containing 0.1% TFA) afforded the product (9 mg, 90%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08530485B2
Source datasetuspto-grants-2013_09
ORD IDord-9af72136d30045f7b062548a334020d5
Source noteuspto-grants-2013_09