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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1466042Generated: November 2, 2026

Chloroacetyl chloride → tert-Butyl (2-{(chloroacetyl)[(5-cyano-2,3-dihydro-1H-inden-2-yl)methyl]amino}ethyl)carbamate

https://huagongshe.com/reaction/1466042

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroacetyl chlorideHCID 6577—
Reactanttert-Butyl (2-{[(5-cyano-2,3-dihydro-1H-inden-2-yl)methyl]amino}ethyl)carbamateHCID 131732678—
SolventDichloromethaneHCID 6344—
Producttert-Butyl (2-{(chloroacetyl)[(5-cyano-2,3-dihydro-1H-inden-2-yl)methyl]amino}ethyl)carbamateHCID 131732679—

Reaction Steps

A mixture of tert-Butyl (2-{[(5-cyano-2,3-dihydro-1H-inden-2-yl)methyl]amino}ethyl)carbamate (460 mg, 1.5 mmol), chloro-acetyl chloride (180 mg, 1.6 mmol) and TEA (590 mg, 5.8 mmol) in 30 mL DCM was stirred at RT for 12 hours. The mixture was diluted with 50 mL DCM and then washed with water and brine, dried over anhydrous Na2SO4 and concentrated. The residue was purified via prep-TLC (EA/PE=1:1) to give the title compound. MS m/z: 392 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08999990B2
Source datasetuspto-grants-2015_04
ORD IDord-5863869fbd134e90bc11676fbc402dc8
Source noteuspto-grants-2015_04