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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 589977Generated: October 27, 2026

3-Hydroxypropionic acid → N-[[1-(3-hydroxypropanoyl)pyrrolidin-3-yl]methyl]-N-methyl-5-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-5,8-diazaspiro[2.5]octane-8-sulfonamide

https://huagongshe.com/reaction/589977

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Hydroxypropionic acidHCID 68152—
ReactantDiisopropylethylamineHCID 81531—
ReactantPyBroPHCID 2733179—
ReactantN-methyl-N-(pyrrolidin-3-ylmethyl)-5-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-5,8-diazaspiro[2.5]octane-8-sulfonamideHCID 57410097—
SolventDimethyl SulfoxideHCID 679—
ProductN-[[1-(3-hydroxypropanoyl)pyrrolidin-3-yl]methyl]-N-methyl-5-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-5,8-diazaspiro[2.5]octane-8-sulfonamideHCID 57411295—

Reaction Conditions

Temperature40 °C

Reaction Steps

N-methyl-N-(pyrrolidin-3-ylmethyl)-5-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-5,8-diazaspiro[2.5]octane-8-sulfonamide (intermediate 25) (0.042 mmol) was dissolved in dry DMSO (0.5 mL), added DIPEA (0.25 mL), 3-hydroxypropanoic acid (0.050 mmol) and Pybrop (0.050 mmol) then stirred at 40° C. for 1 h. The pure compound was obtained by standard preparative HPLC purification of the reaction mixture.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09233964B2
Source datasetuspto-grants-2016_01
ORD IDord-bd92120cc44c44c4af45ba052783ba1e
Source noteuspto-grants-2016_01