1,4-Dioxane hydrochloride → 2-((3-(Pyridin-4-ylmethyl)ureido)oxy)acetic acid

HRID 2361951Notes

Reaction equation

HRID 2361951 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([CH2:7][NH:8][C:9](=[O:20])[NH:10][O:11][CH2:12][C:13]([O:15]C(C)(C)C)=[O:14])=[CH:3][CH:2]=1.Cl.O1CCOCC1>O1CCCC1>[N:1]1[CH:6]=[CH:5][C:4]([CH2:7][NH:8][C:9](=[O:20])[NH:10][O:11][CH2:12][C:13]([OH:15])=[O:14])=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 86658799HCID 86658799, compound

Product 1

HCID 533975192-((3-(Pyridin-4-ylmethyl)ureido)oxy)acetic acidYield 100.7%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of tert-butyl 2-(3-(pyridin-4-ylmethyl)ureidooxy)acetate (Compound V-5) (42.2 mg, 0.15 mmol) in tetrahydrofuran (1 ml) was added 4N HCl/dioxane (2 ml) and the mixture was stirred at room temperature for 3 days. The reaction mixture was concentrated in vacuo to obtain the title compound (34 mg, 100%).

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-ef211a026abe48b6b191eb8c26a754d1
Source dataset
uspto-grants-2014_04
Patent number
US08691819B2

Reaction notes

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