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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2217852Generated: October 30, 2026

Carbonic acid, bis(1,1-dimethylethyl) ester → [1-[6-Chloro-5-[(cyclohexylacetyl)amino]-2-quinolinyl]-3-pyrrolidinyl](2-hydroxyethyl)-carbamic acid 1,1-dimethylethyl ester

https://huagongshe.com/reaction/2217852

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCarbonic acid, bis(1,1-dimethylethyl) esterHCID 10219638—
ReactantHCID 59768616HCID 59768616—
SolventMethanolHCID 887—
SolventDichloromethaneHCID 6344—
Product[1-[6-Chloro-5-[(cyclohexylacetyl)amino]-2-quinolinyl]-3-pyrrolidinyl](2-hydroxyethyl)-carbamic acid 1,1-dimethylethyl esterHCID 1134157032.5%

Reaction Steps

To a stirred solution of N-[6-chloro-2-[(3S)-3-[(2-hydroxyethyl)amino]-1-pyrrolidinyl]-5-quinolinyl]-cyclohexaneacetamide (Example 36) (1 g) in dichloromethane (5 mL) and methanol (2 mL) was added di-tert-butyl-carbonate (1 g). The mixture was stirred at room temperature for 18 hours and absorbed onto silica. Purification (SiO2, methanol:dichloromethane 5:95 as eluant) gave the title compound as a solid (400 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07408065B2
Source datasetuspto-grants-2008_08
ORD IDord-82e8889d493c4fb9b810829fb9054a20
Source noteuspto-grants-2008_08