Ethyl bromoacetate → HCID 86729446, compound

HRID 1507030Notes

Reaction equation

HRID 1507030 reaction equation
[OH:1][C:2]1[C:11]2[NH:10][C:9](=[O:12])[CH2:8][O:7][C:6]=2[CH:5]=[CH:4][CH:3]=1.C([O-])([O-])=O.[K+].[K+].Br[CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22]>CN(C=O)C>[O:12]=[C:9]1[CH2:8][O:7][C:6]2[CH:5]=[CH:4][CH:3]=[C:2]([O:1][CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22])[C:11]=2[NH:10]1

Participants

5

Reactant 3

HCID 7748Ethyl bromoacetateHCID 11430Potassium CarbonateHCID 457898075-Hydroxy-2H-1,4-benzoxazin-3(4H)-one

Product 1

HCID 86729446HCID 86729446, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
27 °C

Procedure

A solution of 5-hydroxy-2H-benzo[b][1,4]oxazin-3(4H)-one (100 mg, 0.604 mmol) and K2CO3 (167 mg, 1.21 mmol) in anhydrous DMF (5 mL) was stirred at 27° C. for 5 minutes, then ethyl 2-bromoacetate (121 mg, 0.727 mmol) was added. The reaction mixture was stirred at 27° C. for 16 h and concentrated. MS (ESI+) e/z: 238.0 [M+1]+.

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-076261c1895d4fadb520b416152271bd
Source dataset
uspto-grants-2015_12
Patent number
US09221794B2

Reaction notes

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