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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1080645Generated: November 3, 2026

Dicyclohexylcarbodiimide → HCID 54710175, compound

https://huagongshe.com/reaction/1080645

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
ReactantEthyl Indoline-2-carboxylateHCID 11949691—
ReactantHCID 54710190HCID 54710190—
SolventTolueneHCID 1140—
ProductHCID 54710175HCID 54710175114.9%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 6-carboxy-2,3-dihydro-7-hydroxy-9-methoxy-5-oxo-5H-pyrido[1,2,3-de]-1,4-benzoxazine (1.5 g), 2-ethoxycarbonylindoline (2.3 g) and 1,3-dicyclohexylcarbodiimide (3 g) in toluene (20 ml) was stirred at 90° C. for 3 hours. The mixture was filtered and the filtrate was concentrated in vacuo. The residue was purified by column chromatography on silica gel eluting with chloroform-methanol (30:1) to give 2,3-dihydro-6-(2-ethoxycarbonyl-1-indolinylcarbonyl)-7-hydroxy-9-methoxy-5-oxo-5H-pyrido[1,2,3-de]-1,4-benzoxazine (2.8 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05583135
Source datasetuspto-grants-1996_12
ORD IDord-df49eac1d7554c7097bfbd53bd6c370b
Source noteuspto-grants-1996_12