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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 532482Generated: October 31, 2026

Sodium Carbonate → tert-butyl 4-(5-methyl-7-(4-methanesulfonyl-phenyl)-5H-pyrrolo[3,2-d]pyrimidin-4-yloxy)piperidine-1-carboxylate

https://huagongshe.com/reaction/532482

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-(Methanesulfonyl)phenylboronic acidHCID 2734364—
Reactanttert-butyl 4-(7-bromo-5-methyl-5H-pyrrolo[3,2-d]pyrimidin-4-yloxy)piperidine-1-carboxylateHCID 68299293—
CatalystHCID 178418397HCID 178418397—
Solvent1,4-DioxaneHCID 31275—
Producttert-butyl 4-(5-methyl-7-(4-methanesulfonyl-phenyl)-5H-pyrrolo[3,2-d]pyrimidin-4-yloxy)piperidine-1-carboxylateHCID 5741474884.5%

Reaction Conditions

Temperature100 °C

Reaction Steps

tert-butyl 4-(7-bromo-5-methyl-5H-pyrrolo[3,2-d]pyrimidin-4-yloxy)piperidine-1-carboxylate (15 mg), 4-methanesulfonyl-phenylboronic acid (33 mg), Pd(PPh3)4 (7.5 mg) and 2N Na2CO3 (0.33 mL) were mixed with 1,4-dioxane (2 mL), and stirred at 100° C. for 12 hours in a hermetically sealed reactor. The reaction mixture was cooled to room temperature, extracted with ethyl acetate and distilled water, and the organic layer thus obtained was washed with water and a saline solution. Subsequently, the washed organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure to obtain the title compound (15 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853213B2
Source datasetuspto-grants-2014_10
ORD IDord-6f4a399f9d3b4181ad4b5d8bfdd259bc
Source noteuspto-grants-2014_10