HCID 53643183, compound → HCID 22988045, compound

HRID 987226Notes

Reaction equation

HRID 987226 reaction equation
[CH3:1][O:2][C:3](=[O:21])[CH:4]([NH:14][C:15]1[N:20]=[CH:19][CH:18]=[CH:17][N:16]=1)[CH2:5][NH:6]C(OC(C)(C)C)=O>Cl.O1CCOCC1>[CH3:1][O:2][C:3](=[O:21])[CH:4]([NH:14][C:15]1[N:16]=[CH:17][CH:18]=[CH:19][N:20]=1)[CH2:5][NH2:6]

Participants

3

Reactant 1

HCID 53643183HCID 53643183, compound

Product 1

HCID 22988045HCID 22988045, compoundYield 122.5%

Reagents, catalysts & solvents 1

HCID 204431481,4-Dioxane hydrochlorideSolvent

Procedure

A solution of 3-tert-butoxycarbonylamino-2-(pyrimidin-2-ylamino)-propionic acid methyl ester (227 mg, 0.77 mmol) in HCl/dioxane (4 N, 5 mL) was stirred at room temperature for 1 hour. The solution was then concentrated to dryness and the residue was dissolved in water (20 mL). This solution was then washed with dichloromethane (2×10 mL) and hexanes (10 mL). The solution was then filtered and lyophilized to yield (+/−)-3-amino-2-(pyrimidin-2-ylamino)-propionic acid methyl ester as a yellow solid (185 mg, 90%).

Workup

  1. concentrationThe solution was then concentrated to dryness
  2. dissolutionthe residue was dissolved in water (20 mL)
  3. washThis solution was then washed with dichloromethane (2×10 mL) and hexanes (10 mL)
  4. filtrationThe solution was then filtered

Sources & evidence

ORD record
ord-288349d5ca4c45da97e8b640fa73a6c3
Source dataset
uspto-grants-2003_10
Patent number
US06630488B1

Reaction notes

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