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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 222382Generated: October 30, 2026

Tert-butyl 3-tert-butoxycarbonylamino-6-ethoxy-7-fluoro-5-nitroindazole-1-carboxylate → Tert-butyl 5-amino-3-tert-butoxycarbonylamino-6-ethoxy-7-fluoroindazole-1-carboxylate

https://huagongshe.com/reaction/222382

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTert-butyl 3-tert-butoxycarbonylamino-6-ethoxy-7-fluoro-5-nitroindazole-1-carboxylateHCID 68921808—
ReactantHCID 178418361HCID 178418361—
CatalystNickelHCID 935—
SolventMethanolHCID 887—
ProductTert-butyl 5-amino-3-tert-butoxycarbonylamino-6-ethoxy-7-fluoroindazole-1-carboxylateHCID 5790884036%

Reaction Steps

4.2 2.50 g of tert-butyl 3-tert-butoxycarbonylamino-6-ethoxy-7-fluoro-5-nitroindazole-1-carboxylate are hydrogenated in 20 ml of methanol at RT (catalyst: Raney nickel 0.5 g, hydrogen uptake: 300 ml). The reaction batch is filtered and evaporated. Purification of the residue by column chromatography on silica gel (eluent: petroleum ether: ethyl acetate 7:3) gives 3.30 g (36%) of tert-butyl 5-amino-3-tert-butoxycarbonylamino-6-ethoxy-7-fluoroindazole-1-carboxylate, MS-FAB (M+H+)=441.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08207210B2
Source datasetuspto-grants-2012_06
ORD IDord-0e554514373a4c33948e8fece97d9aa8
Source noteuspto-grants-2012_06