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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 527888Generated: November 2, 2026

Picolinic acid → 4-(4,7-Diaza-spiro[2.5]oct-7-yl)-7H-pyrrolo[2,3-d]pyrimidine

https://huagongshe.com/reaction/527888

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPicolinic acidHCID 1018—
ReactantTriethylamineHCID 8471—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
Reactant2,2-Dimethyl-3-oxo-3-[3-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-3,8-diaza-bicyclo[3.2.1]oct-8-yl]-propionitrileHCID 66888322—
SolventDimethylformamideHCID 6228—
Product4-(4,7-Diaza-spiro[2.5]oct-7-yl)-7H-pyrrolo[2,3-d]pyrimidineHCID 66888244—

Reaction Steps

(intermediate 2) (0.05 mmol) was dissolved in dry DMF (0.3 mL). Triethylamine (0.18 mmol) and HATU (0.09 mmol) was added followed by 2-pyridincarboxylic acid (0.07 mmol). The reaction mixture was left at rt for 16 hours. The pure compounds were obtained by standard preparative HPLC purification of the reaction mixture.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09346809B2
Source datasetuspto-grants-2016_05
ORD IDord-61b67ac6a7ac4792b5748afe4127d130
Source noteuspto-grants-2016_05