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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2189313Generated: October 29, 2026

Hydrochloric Acid → 2-Chloro-7-(pentan-3-yl)-7H-pyrrolo[2,3-d]pyrimidine-6-carbaldehyde

https://huagongshe.com/reaction/2189313

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
ReactantSodium BicarbonateHCID 516892—
Reactant2-Chloro-6-diethoxymethyl-7-(1-ethyl-propyl)-7H-pyrrolo[2,3-d]pyrimidineHCID 58015884—
Solvent1,4-DioxaneHCID 31275—
Product2-Chloro-7-(pentan-3-yl)-7H-pyrrolo[2,3-d]pyrimidine-6-carbaldehydeHCID 73554654107.3%

Reaction Steps

To a solution of 2-chloro-6-diethoxymethyl-7-(1-ethyl-propyl)-7H-pyrrolo[2,3-d]pyrimidine (67 mg, 0.2 mmol) in 1,4-dioxane (0.7 mL) is added conc. HCl (0.2 mL) at ambient temperature. The reaction mixture is stirred for 30 min, then neutralized with 2N NaOH aqueous solution and saturated NaHCO3 aqueous solution. The mixture is extracted with EtOAc. The extracts are washed with brine, dried over Na2SO4, filtered and concentrated in vacuo to give 54 mg of 2-chloro-7-(1-ethyl-propyl)-7H-pyrrolo[2,3-d]pyrimidine-6-carbaldehyde as a yellow solid. The crude product is used as it is.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08324225B2
Source datasetuspto-grants-2012_12
ORD IDord-6ce84091f3a84438bc990e763b50a8e4
Source noteuspto-grants-2012_12