Ammonia → HCID 66915610, compound

HRID 448982Notes

Reaction equation

HRID 448982 reaction equation
[Br:1][C:2]1[N:3]=[C:4]([I:12])[N:5]2[CH:10]=[CH:9][N:8]=[C:7](Cl)[C:6]=12.[NH3:13]>CC(O)C.O>[Br:1][C:2]1[N:3]=[C:4]([I:12])[N:5]2[CH:10]=[CH:9][N:8]=[C:7]([NH2:13])[C:6]=12

Participants

5

Reactant 2

HCID 222AmmoniaHCID 76849734HCID 76849734, compound

Product 1

HCID 66915610HCID 66915610, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 3776IsopropanolSolvent

Conditions

Temperature
95 °C

Procedure

To a stirred solution of 1-bromo-8-chloro-3-iodo-imidazo[1,5-a]pyrazine (250.00 mg, 0.696 mmol) in i-PrOH (8 mL) in a Parr bomb was added 7 mL ammonia in water (35%). The resulting solution was stirred at 95° C. overnight. The solvent was removed under reduced pressure and the crude material was passed through a short silica gel column (5% MeOH in DCM as eluent). The fractions were collected and combined, solvent was removed under reduced pressure to give a residue which was used in next step without further purification. MS (ES+): m/z: 338.80, 340.81 [MH+]. HPLC: tR=1.64 min (OpenLynx: polar—5 min).

Workup

  1. customThe solvent was removed under reduced pressure
  2. customThe fractions were collected
  3. customsolvent was removed under reduced pressure
  4. customto give a residue which
  5. customwas used in next step without further purification
  6. customHPLC: tR=1.64 min (OpenLynx: polar—5 min)

Sources & evidence

ORD record
ord-4dadfc2af14741009edba2a075bf4547
Source dataset
uspto-grants-2013_07
Patent number
US08481733B2

Reaction notes

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