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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1695889Generated: October 31, 2026

1,1'-Carbonyldiimidazole → Tert-butyl 4-(2-oxo-1,2,4,5-tetrahydrobenzo[d][1,3]diazepin-3-yl)piperidine-1-carboxylate

https://huagongshe.com/reaction/1695889

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
ReactantTert-butyl 4-{[2-(2-aminophenyl)ethyl]amino}piperidine-1-carboxylateHCID 18444264—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductTert-butyl 4-(2-oxo-1,2,4,5-tetrahydrobenzo[d][1,3]diazepin-3-yl)piperidine-1-carboxylateHCID 58823744—

Reaction Steps

To a solution of tert-butyl 4-(2-aminophenethylamino)piperidine-1-carboxylate (6.9 g, 30 mmol) in DMF (110 ml) was added CDI (4.86 g, 30 mmol) in portions followed by stirring the reaction mixture at RT for 2 h. The reaction mixture was diluted with water and extracted with EtOAc. The organics were combined, washed with water, brine, and evaporated to dryness to give the desired product. LC/MS (10% to 99%): M/Z (M+H)+ (obs)=346; tR=3.24.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163737B2
Source datasetuspto-grants-2012_04
ORD IDord-46696c2d8d464311ae5b4e984caf4a13
Source noteuspto-grants-2012_04