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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2204655Generated: November 1, 2026

Sodium t-butoxide → HCID 178419832, compound

https://huagongshe.com/reaction/2204655

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium t-butoxideHCID 23676156—
Reactant5-chloro-4-(cyclobutyl(hydrazono)methyl)-1H-pyrrolo[2,3-b]pyridineHCID 86637191—
Catalystpalladium(II) acetateHCID 167845—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 178419832HCID 1784198324.5%

Reaction Steps

A mixture of 5-chloro-4-(cyclobutyl(hydrazono)methyl)-1H-pyrrolo[2,3-b]pyridine (0.052 g, 0.21 mmol), sodium tert-butoxide (0.048 g, 0.50 mmol), palladium acetate (0.0005 g, 0.0025 mmol) and (R)-1-[(S)-2-(dicyclohexylphosphino)ferrocenyl]ethyl di-tert-butyl phosphine (0.0015 g, 0.0025 mmol) was heated in N-methyl-2-pyrrolidinone (2 mL) at about 160° C. in a CEM Discover microwave for about 30 min. The insoluble residue was removed by filtration and the filtrate was subjected to purification by preparative RP-HPLC (Table 2, Method h) to yield 1-cyclobutyl-3,6-dihydropyrazolo[4,3-d]pyrrolo[2,3-b]pyridine as a white solid (0.002 g, 4%): LC/MS (Table 2, Method d) Rt=1.78 min; m/z: 213 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365579B2
Source datasetuspto-grants-2016_06
ORD IDord-df41d462853a438eb896f13e65c06e60
Source noteuspto-grants-2016_06