Bromoacetyl bromide → 1-(2-benzyloxy-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazin-5-yl)-2-bromo-ethanone

HRID 571729Notes

Reaction equation

HRID 571729 reaction equation
[CH2:1]([O:8][C:9]1[CH:17]=[C:12]2[CH2:13][NH:14][CH2:15][CH2:16][N:11]2[N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Br:18][CH2:19][C:20](Br)=[O:21]>C(Cl)Cl>[CH2:1]([O:8][C:9]1[CH:17]=[C:12]2[CH2:13][N:14]([C:20](=[O:21])[CH2:19][Br:18])[CH2:15][CH2:16][N:11]2[N:10]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 61147Bromoacetyl bromideHCID 867064922-(Benzyloxy)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine

Product 1

HCID 867064961-(2-benzyloxy-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazin-5-yl)-2-bromo-ethanone

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 2-(benzyloxy)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine (0.02 g, 0.087 mmol) in a DCM (1 mL) was treated with bromoacetyl bromide (7.6 μL, 17.6 mg, 0.087 mmol) at 0° C. The solvents were evaporated in vacuo to yield 1-(2-benzyloxy-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazin-5-yl)-2-bromo-ethanone as a white solid, that was used in the next step without further purification.

Workup

  1. customThe solvents were evaporated in vacuo

Sources & evidence

ORD record
ord-8177760a94774f5fa09f57182d8e0aaf
Source dataset
uspto-grants-2015_05
Patent number
US09029366B2

Reaction notes

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