Triethylamine → 2-Bromo-N-(5-methyl-isoxazol-3-yl)-acetamide
Reaction equation
[CH3:1][C:2]1[O:6][N:5]=[C:4]([NH2:7])[CH:3]=1.C(N(CC)CC)C.[Br:15][CH2:16][C:17](Br)=[O:18]>C(Cl)(Cl)Cl>[Br:15][CH2:16][C:17]([NH:7][C:4]1[CH:3]=[C:2]([CH3:1])[O:6][N:5]=1)=[O:18]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- -40 °C
Procedure
To a stirred solution of 5-methyl-isoxazol-3-ylamine (4.0 g, 40.8 mmol) and triethylamine (6.8 ml, 50 mmol) in chloroform (20 ml) cooled to −40° C., is added bromoacetyl bromide (3.9 ml, 44.9 mmol) in chloroform (20 ml). The reaction mixture is stirred at −40° C. for 30 minutes and then allowed to warm to room temperature. The resultant suspension is filtered, washed with DCM and dried in vacuo to yield the titled compound.
Workup
- temperatureto warm to room temperature
- filtrationThe resultant suspension is filtered
- washwashed with DCM
- customdried in vacuo
Sources & evidence
- ORD record
- ord-e1cfa6179eae4288a4def748a48c1cf0
- Source dataset
- uspto-grants-2010_05
- Patent number
- US07723356B2
Reaction notes
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