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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2235377Generated: October 25, 2026

Potassium Carbonate → HCID 59300816, compound

https://huagongshe.com/reaction/2235377

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant3-Chloro-1-butyneHCID 30443—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
ReactantN-(3,3-Dimethyl-6-nitro-2-oxo-2,3-dihydro-1H-indol-5-yl)acetamideHCID 23092658—
SolventMethanolHCID 887—
ProductHCID 59300816HCID 5930081650.1%

Reaction Steps

Analogously to general procedure (I) N-(3,3-dimethyl-6-nitro-2-oxo-2,3-dihydro-1H-indol-5-yl)-acetamide (2.5 g) is alkylated using (rac)-3-chloro-but-1-yne (0.86 g; 9.5 mmol) and K2CO3 (3.28 g; 23.7 mmol) at 50° C. for 14 days. After aqueous work-up the crude material (1.51 g) is de-acetylated in MeOH (40 ml) using DBU (0.3 ml) at reflux. After aqueous work-up (rac)-5-amino-3,3-dimethyl-1-(1-methyl-prop-2-ynyl)-6-nitro-1,3-dihydro-indol-2-one (1,3 g) is obtained and used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07714010B2
Source datasetuspto-grants-2010_05
ORD IDord-60c0f55c6f6243309cf33691b10c6972
Source noteuspto-grants-2010_05