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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 74953Generated: October 29, 2026

Sodium hydride → (1S,2S)-isopropyl 2-(2-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoropyrimidin-4-ylamino)cyclohexanecarboxylate

https://huagongshe.com/reaction/74953

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantOxolane--water (1/1)HCID 21881883—
Reactant5-Chloro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridineHCID 57597747—
Reactant5-Chloro-3-(5-fluoro-4-methylsulfinyl-pyrimidin-2-yl)-1-(p-tolylsulfonyl)pyrrolo[2,3-b]pyridineHCID 67285321—
Reactantiodomethane DMFHCID 86587335—
SolventEthanolHCID 702—
SolventPyridineHCID 1049—
Product(1S,2S)-isopropyl 2-(2-(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-fluoropyrimidin-4-ylamino)cyclohexanecarboxylateHCID 68007808—

Reaction Steps

NaH, iodomethane DMF; (b) NH2OH—HCl, pyridine, EtOH; (c) Al (Hg), THF—H2O (4:1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08829007B2
Source datasetuspto-grants-2014_09
ORD IDord-06e335c5f9c94a57988e7e63af2864e7
Source noteuspto-grants-2014_09