HCID 71245120, compound → HCID 71245060, compound

HRID 574003Notes

Reaction equation

HRID 574003 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]([C@@H:8]([NH:10][C:11]2[CH:16]=[N:15][CH:14]=[C:13]([NH:17][C:18]3[C:19]([O:24]C)=[N:20][CH:21]=[CH:22][CH:23]=3)[N:12]=2)[CH3:9])=[N:6][CH:7]=1>Br>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C@@H:8]([NH:10][C:11]2[N:12]=[C:13]([NH:17][C:18]3[C:19](=[O:24])[NH:20][CH:21]=[CH:22][CH:23]=3)[CH:14]=[N:15][CH:16]=2)[CH3:9])=[N:6][CH:7]=1

Participants

3

Reactant 1

HCID 71245120HCID 71245120, compound

Product 1

HCID 71245060HCID 71245060, compoundYield 103.6%

Reagents, catalysts & solvents 1

HCID 260Hydrogen BromideSolvent

Conditions

Temperature
100 °C

Procedure

A suspension of N-[(1S)-1-(5-fluoropyridin-2-yl)ethyl]-N′-(2-methoxypyridin-3-yl) pyrazine-2,6-diamine (Preparation 12b, 100 mg, 0.29 mmol) in 48% aqueous hydrogen bromide solution (1 mL) was stirred and heated at 100° C. for 3 hours. After cooling to ambient temperature, the solvent was evaporated under reduced pressure. The residue was treated with acetonitrile and the solid that formed was filtered and dried to give the hydrobromide salt of the title compound (98 mg, 68%) as a yellow solid.

Workup

  1. temperatureAfter cooling to ambient temperature
  2. customthe solvent was evaporated under reduced pressure
  3. additionThe residue was treated with acetonitrile
  4. customthe solid that formed
  5. filtrationwas filtered
  6. customdried

Sources & evidence

ORD record
ord-0a9186dc0fdb4166baeb14fe18c17157
Source dataset
uspto-grants-2015_05
Patent number
US09034311B2

Reaction notes

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