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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1467308Generated: November 1, 2026

1,2-Dichloroethane → tert-butyl 3-phenyl-5-(3-(pyridin-4-yl)-1-trityl-1H-indazole-5-carboxamido)piperidine-1-carboxylate

https://huagongshe.com/reaction/1467308

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantDiisopropylethylamineHCID 81531—
ReactantTert-butyl 3-amino-5-phenylpiperidine-1-carboxylateHCID 58592957—
Reactant3-pyridin-4-yl-1-trityl-1H-indazole-5-carboxylic acidHCID 67996335—
SolventDimethylformamideHCID 6228—
Producttert-butyl 3-phenyl-5-(3-(pyridin-4-yl)-1-trityl-1H-indazole-5-carboxamido)piperidine-1-carboxylateHCID 67995717—

Reaction Conditions

Temperature45 °C

Reaction Steps

To a microwave vial equipped with a stir bar was added 3-pyridin-4-yl-1-trityl-1H indazole-5-carboxylic acid (155.4 mg, 0.323 mmol), HOBT (74.1 mg, 0.484 mmol), EDC (93 mg, 0.484 mmol), DIPEA (225 μl, 1.291 mmol), tert-butyl 3-amino-5-phenylpiperidine-1-carboxylate (89 mg, 0.323 mmol), and DMF (3227 μl). The vial was sealed and heated to 45° C. The LCMS taken after 4 hours indicates formation of the desired product. The material was filtered through a column pre-packed with celite and was concentrated under reduced pressure. A column was run from 100% hexanes to 100% ethyl acetate. The desired product eluted and fractions were collected and concentrated in vacuo. The material was dissolved in acetonitrile and water and was dried on the lyophilizer.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08999957B2
Source datasetuspto-grants-2015_04
ORD IDord-5ce3e67119ac48618c71320b11f1ea86
Source noteuspto-grants-2015_04