Hydrogen Bromide → HCID 136055516, compound

HRID 2101042Notes

Reaction equation

HRID 2101042 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

Conditions

Temperature
120 °C

Procedure

The mixture of (1-chloro-6-methoxy-isoquinolin-3-yl)-(5-methyl-1H-pyrazol-3-yl)-amine (1 g), 40% aq. HBr (15 ml), acetic acid (50 ml) was heated at 120° C. for 8 hours. After reaction finished, the mixture was evaporated to oil and diluted with 20 ml of ethyl acetate. The organic layer was washed with aq. NaHCO3 and was evaporated to give 450 mg of crude 1-Bromo-3-(5-methyl-1H-pyrazol-3-ylamino)-isoquinolin-6-ol by reduced pressure. LC-MS m/e 319(MH+).

Workup

  1. customAfter reaction
  2. customthe mixture was evaporated to oil
  3. additiondiluted with 20 ml of ethyl acetate
  4. washThe organic layer was washed with aq. NaHCO3
  5. customwas evaporated

Sources & evidence

ORD record
ord-6e81e0574f904058b8598f20a1157fbc
Source dataset
uspto-grants-2009_08
Patent number
US07572809B2

Reaction notes

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