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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1912396Generated: October 31, 2026

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

https://huagongshe.com/reaction/1912396

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-methyl-6-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1,6-diazaspiro[3.5]nonane-1-carboxylic acid benzyl esterHCID 58293288—
CatalystHCID 178418390HCID 178418390—
SolventMeOH tetrahydrofuranHCID 21899815—
Product4-(3-methyl-1,6-diazaspiro[3.5]non-6-yl)-7H-pyrrolo[2,3-d]pyrimidineHCID 5829331189.3%

Reaction Steps

To a solution of an optically-active compound of 3-methyl-6-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1,6-diazaspiro[3.5]nonane-1-carboxylic acid benzyl ester (46 mg) in methanol/tetrahydrofuran (1.8 ml/1.8 ml) was added 10% palladium carbon (15 mg), and the mixture was hydrogenated under 4 atmospheres for 14 hours. The mixture was filtered through Celite, and the filtrate was concentrated under reduced pressure to give the titled compound (27 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08609647B2
Source datasetuspto-grants-2013_12
ORD IDord-3f1e8f2ba8504641b9396c8b46c4bee7
Source noteuspto-grants-2013_12