Hydrogen Bromide → HCID 136055516, compound

HRID 2101067Notes

Reaction equation

HRID 2101067 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:12]C)=[CH:9][CH:10]=2)[CH:5]=[C:4]([NH:14][C:15]2[CH:19]=[C:18]([CH3:20])[NH:17][N:16]=2)[N:3]=1.[BrH:21]>C(O)(=O)C>[Br:21][C:2]1[C:11]2[C:6](=[CH:7][C:8]([OH:12])=[CH:9][CH:10]=2)[CH:5]=[C:4]([NH:14][C:15]2[CH:19]=[C:18]([CH3:20])[NH:17][N:16]=2)[N:3]=1

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 57799674(1-chloro-6-methoxy-isoquinolin-3-yl)-(5-methyl-1H-pyrazol-3-yl)-amine

Product 1

HCID 136055516HCID 136055516, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of (1-Chloro-6-methoxy-isoquinolin-3-yl)-(5-methyl-1H-pyrazol-3-yl)-amine (100 mg), 40% HBr (2 ml) and acetic acid (5 ml) was heated at 120° C. overnight. After cooled to room temperature, the reaction mixture was concentrated to oil, and the residue was treated with 50 ml water. The mixture was extracted by ethyl acetate (50 ml×3), and the organic layer was evaporated to give 1-Bromo-3-(5-methyl-1H-pyrazol-3-ylamino)-isoquinolin-6-ol as solid (80 mg). LC-MS: m/e 319 (MH+).

Workup

  1. concentrationthe reaction mixture was concentrated to oil
  2. additionthe residue was treated with 50 ml water
  3. extractionThe mixture was extracted by ethyl acetate (50 ml×3)
  4. customthe organic layer was evaporated

Sources & evidence

ORD record
ord-b37d68c824144f4a82168ad21f3a08f5
Source dataset
uspto-grants-2009_08
Patent number
US07572809B2

Reaction notes

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