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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1912404Generated: October 30, 2026

Potassium Carbonate → 6-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1,6-diazaspiro[3.5]nonane-1-carboxylic acid benzyl ester

https://huagongshe.com/reaction/1912404

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant7H-Pyrrolo(2,3-d)pyrimidine, 4-chloro-HCID 5356682—
ReactantBenzyl 1,6-diazaspiro[3.5]nonane-1-carboxylateHCID 58293362—
SolventWaterHCID 962—
Product6-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1,6-diazaspiro[3.5]nonane-1-carboxylic acid benzyl esterHCID 5829336174.2%

Reaction Conditions

Temperature100 °C

Reaction Steps

An optically-active compound of 1,6-diazaspiro[3.5]nonane-1-carboxylic acid benzyl ester (2.37 g) was mixed with 4-chloro-7H-pyrrolo[2,3-d]pyrimidine (1.4 g), potassium carbonate (3.8 g) and water (71 ml), and heated to 100° C. to stir for 3 hours. The mixture was cooled to room temperature. Then, thereto was added water and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium chloride solution and concentrated under reduced pressure. The resulting residue was slurry-washed with n-hexane/ethyl acetate (1/1) solution to give the titled compound (2.55 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08609647B2
Source datasetuspto-grants-2013_12
ORD IDord-73b6882b46cb4a28847c68bb375f3445
Source noteuspto-grants-2013_12