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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1069707Generated: October 29, 2026

Methyl (2-methylbut-3-yn-2-yl)carbamate → (Z)-[3-[2,3-dihydro-5-fluoro-3-[(4-methyl-1H-imidazol-5-yl)methylene]-2-oxo-1H-indol-4-yl]-1,1-dimethyl-2-propynyl]carbamic acid methyl ester

https://huagongshe.com/reaction/1069707

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl (2-methylbut-3-yn-2-yl)carbamateHCID 13199248—
ReactantHCID 178433242HCID 178433242—
CatalystHCID 178418397HCID 178418397—
SolventDimethylformamideHCID 6228—
SolventTriethylamineHCID 8471—
Product(Z)-[3-[2,3-dihydro-5-fluoro-3-[(4-methyl-1H-imidazol-5-yl)methylene]-2-oxo-1H-indol-4-yl]-1,1-dimethyl-2-propynyl]carbamic acid methyl esterHCID 178502092—

Reaction Steps

Using Method C above, (1,1-dimethyl-2-propynyl)-carbamic acid methyl ester (47.7 mg, 0.34 mmol) (see below) was coupled with (Z)-1,3-dihydro-5-fluoro-4-iodo-3-[(4-methyl-1H-imidazol-5-yl)methylene]-2H-indol-2-one (Starting Material 3 supra) (50 mg, 0.135 mmol) using (Ph3P)4Pd (16 mg) and Cul (3 mg) as catalyst in DMF (3 mL) and Et3N (3 mL) as solvent at 80° C. for 5 h to give

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06252086B1
Source datasetuspto-grants-2001_06
ORD IDord-220536dce0ce468a836dfcbd89afcc5e
Source noteuspto-grants-2001_06