Boron tribromide → HCID 135778495, compound

HRID 1086836Notes

Reaction equation

HRID 1086836 reaction equation
B(Br)(Br)Br.C([N:12]1[C:17](=[O:18])[C:16]2=[C:19]3[NH:24][CH2:23][CH2:22][N:20]3[N:21]=[C:15]2[N:14]([CH2:25][CH2:26][CH2:27][CH3:28])[C:13]1=[O:29])C1C=CC=CC=1>CO>[CH2:25]([N:14]1[C:15]2=[N:21][N:20]3[CH2:22][CH2:23][NH:24][C:19]3=[C:16]2[C:17](=[O:18])[NH:12][C:13]1=[O:29])[CH2:26][CH2:27][CH3:28]

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 135778497HCID 135778497, compound

Product 1

HCID 135778495HCID 135778495, compoundYield 27.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Boron tribromide (0.35 ml) was added to a stirred suspension of 3-benzyl-1-butyl-1,2,3,4,6,7-hexahydroimidazo[2',1':5,1]pyrazolo[3,4-d]pyrimidine2,4-dione (0.5 g) at room temperature. The reaction mixture was refluxed for 19 hours and there was cooled to room temperature, followed by addition of methanol (5 ml). The mixture was stirred for a while, then concentrated to dryness. The residue was dissolved in ethyl acetate, washed with water, dried and concentrated to give crude crystals, followed by recrystallization from ethyl acetate/hexane to afford colorless crystals (0.1 g, 27%), m.p. 239°-240° C.

Workup

  1. temperatureThe reaction mixture was refluxed for 19 hours
  2. concentrationconcentrated to dryness
  3. dissolutionThe residue was dissolved in ethyl acetate
  4. washwashed with water
  5. customdried
  6. concentrationconcentrated
  7. customto give crude crystals
  8. customfollowed by recrystallization from ethyl acetate/hexane

Sources & evidence

ORD record
ord-7ea6b301a80a4fdd82d9d745b505b97e
Source dataset
uspto-grants-1991_07
Patent number
US05032594

Reaction notes

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