Hydrogen Bromide → HCID 136387222, compound

HRID 1396554Notes

Reaction equation

HRID 1396554 reaction equation
FC(F)(F)C(O)=O.[Cl:8][C:9]1[CH:10]=[CH:11][C:12]([O:26]C)=[C:13]([C:15]2[C:23]3[CH2:22][NH:21][C:20]([NH2:24])=[N:19][C:18]=3[N:17]([CH3:25])[N:16]=2)[CH:14]=1.[BrH:28]>O>[NH2:24][C:20]1[N:19]=[C:18]2[N:17]([CH3:25])[N:16]=[C:15]([C:13]3[CH:14]=[C:9]([Cl:8])[CH:10]=[C:11]([Br:28])[C:12]=3[OH:26])[C:23]2=[CH:22][N:21]=1

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 178490634HCID 178490634, compound

Product 1

HCID 136387222HCID 136387222, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

3-(5-Chloro-2-methoxy-phenyl)-1-methyl-4,5-dihydro-1H-pyrazolo[3,4-d]pyrimidin-6-ylamine trifluoroacetate is dissolved in 48% HBr in water (10 ml) and heated using microwave radiation at 120° C. for 2 hours. Purification of the reaction mixture by preparative HPLC (water/acetonitrile, 0.1% TFA) affords the title compound as the minor product of the reaction as the trifluoroacetate salt.

Workup

  1. temperatureheated
  2. customat 120° C.
  3. customfor 2 hours
  4. customPurification of the reaction mixture by preparative HPLC (water/acetonitrile, 0.1% TFA)

Sources & evidence

ORD record
ord-789bcf0e29eb4b01a97bd9da3af610af
Source dataset
uspto-grants-2014_12
Patent number
US08901134B2

Reaction notes

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