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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1094237Generated: October 31, 2026

2-Nitrophenyl isocyanate → HCID 66641088, compound

https://huagongshe.com/reaction/1094237

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Nitrophenyl isocyanateHCID 76834—
ReactantTert-butyl 2-amino-3-{5-ethyl-6-[4-(5,6,7,8-tetrahydro-[1,8]naphthyridin-2-yl)-piperidin-1-yl]-pyrimidin-4-ylamino}-propionateHCID 66641143—
SolventTetrahydrofuranHCID 8028—
ProductHCID 66641088HCID 6664108880.5%

Reaction Steps

A mixture of 240 mg (0.50 mmole) of tert-butyl 2-amino-3-{5-ethyl-6-[4-(5,6,7,8-tetrahydro-[1,8]naphthyridin-2-yl)-piperidin-1-yl]-pyrimidin-4-ylamino}-propionate and 82 mg (0.50 mmole) of 2-nitrophenylisocynate in 15 ml of tetrahydrofuran is stirred for 3 hours at ambient temperature. The reaction mixture is evaporated to dryness under reduced pressure (2 kPa) and the residue is taken up in ethyl acetate and water. The organic phase is separated, dried over magnesium sulphate and the solvent evaporated off under reduced pressure (2 kPa). The residue is chromatographed on alumina eluting with a gradient of ethyl acetate-methylene chloride-methanol from 50-50-0 to 50-50-10. 260 mg of expected product is obtained in the form of a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08133896B2
Source datasetuspto-grants-2012_03
ORD IDord-b5c775d8c71a443eb32753c9adfa5a96
Source noteuspto-grants-2012_03