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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1912385Generated: October 31, 2026

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

https://huagongshe.com/reaction/1912385

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant7H-Pyrrolo(2,3-d)pyrimidine, 4-chloro-HCID 5356682—
Reactant3-Methyl-1,6-diazaspiro[3,5]nonane-1-carboxylic acid 1-benzyl esterHCID 58293324—
SolventWaterHCID 962—
Product3-methyl-6-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1,6-diazaspiro[3.5]nonane-1-carboxylic acid benzyl esterHCID 5829328895.2%

Reaction Steps

An optically-active compound of 3-methyl-1,6-diazaspiro[3,5]nonane-1-carboxylic acid 1-benzyl ester (2.20 g) was mixed with 4-chloro-7H-pyrrolo[2,3-d]pyrimidine (1.17 g), potassium carbonate (3.17 g) and water (12 ml), and the mixture was stirred for 4 hours with refluxing. The mixture was cooled to room temperature, and extracted with chloroform twice. The combined organic layer was washed with water, 10% aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (eluent: chloroform/ethyl acetate=1/0 to 1/3, followed by chloroform/methanol=95/5) to give the titled compound (2.84 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08609647B2
Source datasetuspto-grants-2013_12
ORD IDord-0647112b04e541c489006af262987ac8
Source noteuspto-grants-2013_12