N-bromobutanimide → HCID 17981715, compound

HRID 2252041Notes

Reaction equation

HRID 2252041 reaction equation
C([C:4]1[C:8]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[N:7][N:6]2[CH2:15][CH2:16][CH2:17][C:5]=12)(O)=O.[Br:18]N1C(=O)CCC1=O>CC(N(C)C)=O.CCOC(C)=O>[Br:18][C:4]1[C:8]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[N:7][N:6]2[CH2:15][CH2:16][CH2:17][C:5]=12

Participants

5

Reactant 2

HCID 67184N-bromobutanimideHCID 17981592HCID 17981592, compound

Product 1

HCID 17981715HCID 17981715, compound

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolventHCID 31374DimethylacetamideSolvent

Procedure

To a solution of 3-carboxy-2-phenyl-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazole (820 mg, 3.59 mmol) in dry DMA (15 mL) previously degassed add N-bromosuccinimide (NBS) (702.8 mg, 3.95 mmol) and stir at room temperature for 18 hours. Then, dilute with EtOAc (80 mL) and wash with cooled water (5×10 mL). Dry the organic phase (MgSO4), and concentrate in vacuo to obtain a yellow solid, 1.0 g. MS(ES+): m/z=263.0 (M+H)+

Workup

  1. washwash with cooled water (5×10 mL)
  2. dry with materialDry the organic phase (MgSO4)
  3. concentrationconcentrate in vacuo
  4. customto obtain a yellow solid, 1.0 g

Sources & evidence

ORD record
ord-93ae0610df8f4a27b15d450a48d659d3
Source dataset
uspto-grants-2008_01
Patent number
US07320995B2

Reaction notes

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