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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1247587Generated: October 30, 2026

tert-Butyl [3-(4-{[(1-adamantylmethyl)amino]carbonyl)-5-chloropyridin-2-yl)propyl](3-{[tert-butyl(dimethyl)silyl]oxy}propyl)carbamate → N-(1-Adamantylmethyl)-5-chloro-2-{3-[(3-hydroxypropyl)amino]propyl}isonicotinamide dihydrochloride

https://huagongshe.com/reaction/1247587

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-Butyl [3-(4-{[(1-adamantylmethyl)amino]carbonyl)-5-chloropyridin-2-yl)propyl](3-{[tert-butyl(dimethyl)silyl]oxy}propyl)carbamateHCID 69586523—
SolventHydrochloric AcidHCID 313—
Solvent1,4-DioxaneHCID 31275—
ProductN-(1-Adamantylmethyl)-5-chloro-2-{3-[(3-hydroxypropyl)amino]propyl}isonicotinamide dihydrochlorideHCID 21906713201.4%

Reaction Steps

tert-Butyl[3-(4-{[(1-adamantylmethyl)amino]carbonyl}-5-chloropyridin-2-yl)propyl](3-{[tert-butyl(dimethyl)silyl]oxy}propyl)carbamate (Example 2(vi)) (0.46 g) was dissolved in a solution of hydrogen chloride in 1,4-dioxane (10 ml of a 4M solution) and concentrated; the resultant solid was recrystallised from 1,4-dioxane/methanol and the solid collected by filtration to afford the titled compound (0.24 g) as a colourless powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07129246B2
Source datasetuspto-grants-2006_10
ORD IDord-d47d29fdca1f4226ad9216d21f72be99
Source noteuspto-grants-2006_10