Bromine → HCID 117770538, compound

HRID 1526388Notes

Reaction equation

HRID 1526388 reaction equation
[NH2:1][C:2]1[C:6]2[C:7](=[O:21])[N:8]([C:11]3[C:18]([F:19])=[CH:17][C:14]([C:15]#[N:16])=[CH:13][C:12]=3[F:20])[CH:9]=[CH:10][C:5]=2[NH:4][N:3]=1.[Br:22]Br>C(O)(=O)C>[BrH:22].[NH2:1][C:2]1[C:6]2[C:7](=[O:21])[N:8]([C:11]3[C:12]([F:20])=[CH:13][C:14]([C:15]#[N:16])=[CH:17][C:18]=3[F:19])[CH:9]=[C:10]([Br:22])[C:5]=2[NH:4][N:3]=1

Participants

4

Reactant 2

HCID 24408BromineHCID 117769782HCID 117769782, compound

Product 1

HCID 117770538HCID 117770538, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
100 °C

Procedure

To a mixture of 4-(3-amino-4-oxo-1H-pyrazolo[4,3-c]pyridin-5(4H)-yl)-3,5-difluorobenzonitrile obtained in Step B (0.60 g) and acetic acid (40 mL) was slowly added bromine (0.21 mL) at 80° C., and the reaction mixture was stirred at 100° C. for 1 hr. The solvent was evaporated under reduced pressure, and the residue was recrystallized from acetic acid to give the title compound (0.81 g).

Workup

  1. customat 80° C.
  2. customThe solvent was evaporated under reduced pressure
  3. customthe residue was recrystallized from acetic acid

Sources & evidence

ORD record
ord-914b76b417be424b9775ef51d7eb7fda
Source dataset
uspto-grants-2015_07
Patent number
US09085578B2

Reaction notes

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