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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 40092Generated: October 26, 2026

Triethylamine → 1-Benzyl-N-(3,4-difluorobenzyl)-6-(4,5-dihydrooxazol-2-yl)-2-isopropyl-1H-indole-3-carboxamide

https://huagongshe.com/reaction/40092

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
Reactant1-Benzyl-N3-(3,4-difluorobenzyl)-N6-(2-hydroxyethyl)-2-isopropyl-1H-indole-3,6-dicarboxamideHCID 69226453—
SolventDichloromethaneHCID 6344—
Product1-Benzyl-N-(3,4-difluorobenzyl)-6-(4,5-dihydrooxazol-2-yl)-2-isopropyl-1H-indole-3-carboxamideHCID 59762418—

Reaction Conditions

Temperature25 °C

Reaction Steps

General Procedure H. To a solution of 1-benzyl-N3-(3,4-difluorobenzyl)-N6-(2-hydroxyethyl)-2-isopropyl-1H-indole-3,6-dicarboxamide (Compound 63, 17 mg, 0.033 mmol) in CH2Cl2 (2 ml) at 0° C under argon was added Et3N (0.03 ml, 0.2 mmol), and then added MsCl (7 mg, 0.066 mmol). The reaction was stirred at 25° C. for 3 h, quenched with H2O diluted with EtOAc, washed with brine, dried over Na2SO4, concentrated in vacuo. The residue was purified by chromatography on silica gel (100% EtOAc) to yield the title compound as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08524917B2
Source datasetuspto-grants-2013_09
ORD IDord-9ac43eb4d97f4a3dbeb40eb1102cb250
Source noteuspto-grants-2013_09