4-Aminopyridine → HCID 67397782, compound

HRID 914424Notes

Reaction equation

HRID 914424 reaction equation
C([O:5][C:6](=[O:19])[C:7]([S:10][C:11]1[S:12][CH:13]=[C:14]([CH2:16][CH2:17]O)[N:15]=1)([CH3:9])[CH3:8])(C)(C)C.[NH2:20][C:21]1[CH:26]=[CH:25][N:24]=[CH:23][CH:22]=1.[ClH:27].O1[CH2:33][CH2:32]OCC1>O1CCOCC1>[ClH:27].[CH2:23]([N:20]([C:21]1[CH:26]=[CH:25][N:24]=[CH:23][CH:22]=1)[CH2:17][CH2:16][C:14]1[N:15]=[C:11]([S:10][C:7]([CH3:8])([CH3:9])[C:6]([OH:5])=[O:19])[S:12][CH:13]=1)[CH2:22][CH2:21][CH2:26][CH2:25][CH2:32][CH3:33]

Participants

5

Reactant 3

HCID 17274-AminopyridineHCID 204431481,4-Dioxane hydrochlorideHCID 597593522-{[4-(2-Hydroxyethyl)-1,3-thiazol-2-yl]thio}-2-methylpropionic acid tert-butyl ester

Product 1

HCID 67397782HCID 67397782, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A compound obtained using 2-{[4-(2-hydroxyethyl)-1,3-thiazol-2-yl]thio}-2-methylpropionic acid tert-butyl ester synthesized in Example 4 and 4-aminopyridine as starting materials and by operations similar to those of Reference Example 14, Example 286-1, Example 286-2 and Example 265-2 was dissolved in dioxane, an excess amount of 4 mol/L hydrochloric acid-dioxane was added, and the mixture was stirred at room temperature for 12 hr. The reaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel chromatography (elution solvent; chloroform:methanol=10:1) to give the title compound as an amorphous solid.

Workup

  1. customA compound obtained
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. customthe residue was purified by silica gel chromatography (elution solvent; chloroform:methanol=10:1)

Sources & evidence

ORD record
ord-3995fcbeabb54047b93a6e8dfb2dd75f
Source dataset
uspto-grants-2011_09
Patent number
US08026370B2

Reaction notes

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