1,4-Dioxane hydrochloride → HCID 22464512, compound

HRID 1935436Notes

Reaction equation

HRID 1935436 reaction equation
C(OC([NH:8][CH2:9][C:10]1[C:15]([S:16]([CH2:19][C:20]([OH:23])([CH3:22])[CH3:21])(=[O:18])=[O:17])=[CH:14][CH:13]=[CH:12][N:11]=1)=O)(C)(C)C.Cl.O1CCOCC1>CO>[NH2:8][CH2:9][C:10]1[C:15]([S:16]([CH2:19][C:20]([OH:23])([CH3:21])[CH3:22])(=[O:18])=[O:17])=[CH:14][CH:13]=[CH:12][N:11]=1

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 22464473HCID 22464473, compound

Product 1

HCID 22464512HCID 22464512, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 121 mg (0.35 mmol) 2-tert-butoxycarbonylaminomethyl-3-(2-hydroxy-2-methylpropanesulfonyl)pyridine, 10 mL 4M HCl/dioxane and 5 mL methanol was stirred at room temperature for 2 hours. The reaction was evaporated to dryness. The residue was treated with triethylamine and purified by chromatography on SiO2 using 0:100 to 5:95 methanol-chloroform yielding a yellow oil: 1H NMR (CDCl3): δ1.44 (s, 6H), 3.56 (s, 2H), 4.41 (s, 2H), 7.43 (dd, 1H), 8.32 (dd, 1H), 8.79 (dd, 1H).

Workup

  1. customThe reaction was evaporated to dryness
  2. additionThe residue was treated with triethylamine
  3. custompurified by chromatography on SiO2 using 0:100 to 5:95 methanol-chloroform yielding a yellow oil

Sources & evidence

ORD record
ord-8494d0b898ac4472b95bed38dce5c9a7
Source dataset
uspto-grants-2002_05
Patent number
US06387911B1

Reaction notes

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