Trifluoroacetic acid → HCID 71765496, compound

HRID 2272960Notes

Reaction equation

HRID 2272960 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2(O)[CH2:13][N:12]3[CH:14]=[CH:15][CH:16]=[C:11]3[C:10](=[O:17])[NH:9]2)=[CH:4][CH:3]=1.FC(F)(F)C(O)=O>ClCCl>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[NH:9][C:10](=[O:17])[C:11]3[N:12]([CH:14]=[CH:15][CH:16]=3)[CH:13]=2)=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 89826085HCID 89826085, compound

Product 1

HCID 71765496HCID 71765496, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

825 mg (2.69 mmol) 3-(4-bromo-phenyl)-3-hydroxy-3,4-dihydro-2H-pyrrolo[1,2-a]pyrazin-1-one is slurried in 6.6 ml dichloromethane. Then 207 μl (2.69 mmol) trifluoroacetic acid is added. After 10 min stirring at room temperature, the reaction mixture is evaporated. The residue is triturated with saturated sodium carbonate solution. The solids are filtered off, washed with water and dried under vacuum to give 3-(4-bromo-phenyl)-2H-pyrrolo[1,2-a]pyrazin-1-one as white powder; HPLC/MS 2.42 (B), [M+H] 289/291.

Workup

  1. customthe reaction mixture is evaporated
  2. customThe residue is triturated with saturated sodium carbonate solution
  3. filtrationThe solids are filtered off
  4. washwashed with water
  5. customdried under vacuum

Sources & evidence

ORD record
ord-59d225a1f0e8406e86c03eea3eb291df
Source dataset
uspto-grants-2015_09
Patent number
US09120805B2

Reaction notes

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