Potassium Carbonate → HCID 86720525, compound

HRID 1755224Notes

Reaction equation

HRID 1755224 reaction equation
ClC(Cl)(Cl)[C:3]([C:5]1[NH:6][CH:7]=[CH:8][CH:9]=1)=[O:4].C([O-])([O-])=O.[K+].[K+].Br[CH2:19][C:20](=[O:23])[CH2:21][CH3:22]>CC(C)=O>[CH2:21]([C:20]1[O:23][C:3](=[O:4])[C:5]2=[CH:9][CH:8]=[CH:7][N:6]2[CH:19]=1)[CH3:22]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 131561-Bromo-2-butanoneHCID 3214872-(Trichloroacetyl)pyrrole

Product 1

HCID 86720525HCID 86720525, compoundYield 102%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

To a slurry of 2-(trichloroacetyl)pyrrole (380 mg, 1.79 mmol) and K2CO3 (780 mg, 5.7 mmol) in 5 mL acetone was added a solution of 1-bromo-2-butanone (400 mg, 2.7 mmol) in 2 mL acetone. The mixture was stirred for 19 hours at room temperature before filtering and concentrating under reduced pressure to obtain 3-ethyl-1H-pyrrolo[2,1-c][1,4]oxazin-1-one (298 mg, quantitative), which was used in the following step without purification.

Workup

  1. filtrationbefore filtering
  2. concentrationconcentrating under reduced pressure

Sources & evidence

ORD record
ord-4bd3265852094f83be69ae0c86f7a88f
Source dataset
uspto-grants-2015_10
Patent number
US09169261B2

Reaction notes

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