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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2360447Generated: October 31, 2026

Trifluoroacetic acid → HCID 178434233, compound

https://huagongshe.com/reaction/2360447

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant4-Bromo-2,6-difluoroanilineHCID 610191—
Reactanttert-Butyl 3-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole-1-carboxylateHCID 57415707—
ReactantHCID 66997419HCID 66997419—
SolventDichloromethaneHCID 6344—
ProductHCID 178434233HCID 178434233317.8%

Reaction Steps

Following the general procedure-1, tert-butyl 5-(4-amino-3,5-difluorophenyl)-3-methyl-1H-indazole-1-carboxylate (106 mg) was prepared from 4-bromo-2,6-difluoroaniline (250 mg, 1.2 mmol) and teRT-butyl 3-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole-1-carboxylate (559 mg, 1.56 mmol) as a white solid. teRT-butyl 5-(4-amino-3,5-difluorophenyl)-3-methyl-1H-indazole-1-carboxylate (205 mg) was dissolved in dichloromethane (4 ml), trifluoroacetic acid (0.8 ml) was added and stirred at RT for 4 h. The solvent was removed and the residue co-evaporated 4 times with dichloromethane. Solid obtained was dried under high vacuum to obtain the title compound (243 mg) as a white solid. 1H-NMR (δ ppm, DMSO-d6, 400 MHz): 9.01 (bs, 1H), 7.92 (s, 1H), 7.58 (dd, J 1.4, 8.7, 1H), 7.44 (d, J 8.7, 1H), 7.32 (dd, J 2, 8.2, 2H), 5.22 (s, 2H), 2.50 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08686048B2
Source datasetuspto-grants-2014_04
ORD IDord-0efb3c3da35f4e43af2286ccd996fde3
Source noteuspto-grants-2014_04