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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2235383Generated: November 1, 2026

Potassium Carbonate → HCID 59300725, compound

https://huagongshe.com/reaction/2235383

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
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—
ReactantHCID 86601806HCID 86601806—
SolventMethanolHCID 887—
ProductHCID 59300725HCID 59300725115.6%

Reaction Steps

Analogously to general procedure (I) N-(3,3-dimethyl-6-nitro-2-oxo-2,3-dihydro-1H-indol-5-yl)-acetamide (0.55 g) is alkylated using methanesulfonic acid 2-tert-butoxycarbonylamino-benzyl ester (0.69 g; 2.09 mmol) and K2CO3 (0.99 g; 7.19 mmol) at RT for 18 h. After aqueous work-up the crude material is de-acetylated in MeOH (50 ml) using DBU (0.3 ml) at reflux. After aqueous work-up [2-(5-amino-3,3-dimethyl-6-nitro-2-oxo-2,3-dihydro-indol-1-ylmethyl)-phenyl]-carbamic acid tert-butyl ester (1.03 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-daa13a90f1644877b316074744f528ee
Source noteuspto-grants-2010_05