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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 395854Generated: October 30, 2026

Toluene → HCID 69361977, compound

https://huagongshe.com/reaction/395854

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantPhosgeneHCID 6371—
ReactantTriethylamineHCID 8471—
Reactant(1-(Pyridin-4-YL)piperidin-4-YL)methanolHCID 11310048—
ReactantHCID 18174493HCID 18174493—
ProductHCID 69361977HCID 6936197746%

Reaction Conditions

Temperature50 °C

Reaction Steps

A solution of 2-amino-4-(N-tert-butoxycarbonylamino)nitrobenzene (2.1 g, 8.3 mmol) in toluene (50 mL) was treated with phosgene (1.93M in toluene, 12.9 mL, 24.9 mmol) and the mixture-was heated at 50° C. After 2 h, the mixture was concentrated, the residue was dissolved in CH2Cl2 and treated with triethylamine (2.31 mL, 16.6 mmol) and 1-(4-pyridyl)piperidine-4-methanol (1.59 g, 8.29 mmol). After 16 h, the mixture was concentrated and the residue purified by chromatography (9:1 CH2Cl2:MeOH) affording 1.78 g (46%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06605626B2
Source datasetuspto-grants-2003_08
ORD IDord-9992e4021935476589c824721a65978e
Source noteuspto-grants-2003_08