Phosphorus oxychloride → HCID 178478321, compound

HRID 496267Notes

Reaction equation

HRID 496267 reaction equation
[C:1]1([C:7]2[N:8]=[C:9]3[NH:15][C:14](=O)[NH:13][C:10]3=[N:11][CH:12]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.P(Cl)(Cl)([Cl:19])=O>>[Cl:19][C:14]1[NH:13][C:10]2=[N:11][CH:12]=[C:7]([C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)[N:8]=[C:9]2[N:15]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 22325343HCID 22325343, compound

Product 1

HCID 178478321HCID 178478321, compound

Procedure

Reflux a solution of 5-phenyl-1,3-dihydro-imidazo[4,5-b]pyrazin-2-one (200 mg) in phosphorus oxychloride (10 mL) for 18 hours. After cooling, remove the excess POCl3 in vacuo, and triturate the residue in ice-water (200 mL). After stirring for 30 minutes, filter the precipitate to obtain 2-chloro-5-phenyl-1H-imidazo[4,5-b]pyrazine as a gray solid. D. 1′-(5-Phenyl-1H-imidazo[4,5-b]pyrazin-2-yl)-spiro[isobenzofuran-1,4′-piperidin]-3-one

Workup

  1. temperatureAfter cooling
  2. customremove the excess POCl3 in vacuo
  3. customtriturate the residue in ice-water (200 mL)
  4. filtrationfilter the precipitate

Sources & evidence

ORD record
ord-d2551ffeba054aaf8aedf4e4e9e4ad1f
Source dataset
uspto-grants-2005_09
Patent number
US06943199B2

Reaction notes

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