Triethylamine → HCID 67027754, compound

HRID 2192374Notes

Reaction equation

HRID 2192374 reaction equation
[Br:1][CH2:2][C:3](Br)=[O:4].[NH2:6][C:7]1[O:8][CH:9]=[CH:10][N:11]=1.C(N(CC)CC)C>C(Cl)(Cl)Cl>[Br:1][CH2:2][C:3]([NH:6][C:7]1[O:8][CH:9]=[CH:10][N:11]=1)=[O:4]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 61147Bromoacetyl bromideHCID 5585212-Aminooxazole

Product 1

HCID 67027754HCID 67027754, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A solution of bromoacetyl bromide (0.44 mL) in dry CHCl3 (5 mL) was added dropwise to a suspension of 2-amino-1,3-oxazole (0.39 g) and triethylamine (0.96 mL) in dry CHCI3 (92 mL) at room temperature. The brown mixture was allowed to stir for 16 h, then quenched with H2O (2 mL) and stirred for 20 mins before concentrating under reduced pressure to a light brown solid. The crude product was purified by silica gel chromatography eluting with 1-3% MeOH/dichloromethane to give the title compound (0.56 g) as an off-white solid.

Workup

  1. customquenched with H2O (2 mL)
  2. stirringstirred for 20 mins
  3. concentrationbefore concentrating under reduced pressure to a light brown solid
  4. customThe crude product was purified by silica gel chromatography
  5. washeluting with 1-3% MeOH/dichloromethane

Sources & evidence

ORD record
ord-0b343c9bfe8044cb8b0600afb9e95fde
Source dataset
uspto-grants-2012_12
Patent number
US08329729B2

Reaction notes

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