Bromine → 7-bromo-1H,2H,3H-pyrazolo(1,5-a)imidazole hydrobromide

HRID 1051644Notes

Reaction equation

HRID 1051644 reaction equation
[NH:1]1[C:8]2[N:4]([N:5]=[CH:6][CH:7]=2)[CH2:3][CH2:2]1.[Br:9]Br>C(O)(=O)C>[BrH:9].[Br:9][C:7]1[CH:6]=[N:5][N:4]2[CH2:3][CH2:2][NH:1][C:8]=12

Participants

4

Reactant 2

HCID 24408BromineHCID 2424712,3-Dihydro-1H-imidazo(1,2-b)pyrazole

Product 1

HCID 1355395817-bromo-1H,2H,3H-pyrazolo(1,5-a)imidazole hydrobromideYield 72%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

A 100-mL round-bottom flask was charged with 2,3-dihydro-1H-imidazo[1,2-b]pyrazole (1.7 g, 15.6 mmol) and acetic acid (5 mL). A solution of bromine (7.39 g, 46.2 mmol) in acetic acid (47 mL) was then added slowly. The resulting solution stirred for 3 h at room temperature. The reaction mixture was filtered and the filtrate was concentrated under vacuum to afford 7-bromo-2,3-dihydro-1H-imidazo[1,2-b]pyrazole hydrobromide (3.0 g, 72%) as a yellow solid. MS (ESI, pos. ion) m/z 188, 190 [M+H]+.

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated under vacuum

Sources & evidence

ORD record
ord-45c7491b04704cf98039878dd07ed3f3
Source dataset
uspto-grants-2016_07
Patent number
US09388161B2

Reaction notes

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