HCID 71280300, compound → HCID 71280367, compound

HRID 246557Notes

Reaction equation

HRID 246557 reaction equation
[ClH:1].[CH3:2][O:3][C:4]([C:6]1[NH:7][C:8]([C@@H:11]([NH:13]C(OC(C)(C)C)=O)[CH3:12])=[N:9][CH:10]=1)=[O:5]>Cl.O1CCOCC1>[ClH:1].[CH3:2][O:3][C:4]([C:6]1[NH:7][C:8]([C@@H:11]([NH2:13])[CH3:12])=[N:9][CH:10]=1)=[O:5]

Participants

4

Reactant 1

HCID 71280300HCID 71280300, compound

Product 1

HCID 71280367HCID 71280367, compoundYield 104.6%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of 2-((S)-1-tert-butoxycarbonylamino-ethyl)-3H-imidazole-4-carboxylic acid methyl ester hydrochloride (50 mg, 186 μmol) in 4M HCl in dioxane (2 mL) was stirred at room temperature for 15 h. The mixture was concentrated in vacuo, washed with ether to give 2-((S)-1-amino-ethyl)-3H-imidazole-4-carboxylic acid methyl ester hydrochloride (40 mg, quantitative) as a yellow oil, LCMS, [M+H]=170.

Workup

  1. concentrationThe mixture was concentrated in vacuo
  2. washwashed with ether

Sources & evidence

ORD record
ord-261809012dfd460b81f39158e77b4a8d
Source dataset
uspto-grants-2014_02
Patent number
US08658646B2

Reaction notes

Loading…