Phosphorus oxychloride → HCID 58229897, compound

HRID 222006Notes

Reaction equation

HRID 222006 reaction equation
[Cl:1][CH2:2][C:3]([NH:5][NH:6][C:7]1[CH:8]=[CH:9][C:10]2[NH:15][C:14](=O)[C:13]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)=[N:12][C:11]=2[N:23]=1)=O.P(Cl)(Cl)([Cl:26])=O>>[Cl:26][C:14]1[N:15]=[C:10]2[CH:9]=[CH:8][C:7]3=[N:6][N:5]=[C:3]([CH2:2][Cl:1])[N:23]3[C:11]2=[N:12][C:13]=1[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 67076065HCID 67076065, compound

Product 1

HCID 58229897HCID 58229897, compound

Conditions

Temperature
150 °C

Procedure

A mixture of 2-chloro-N′-(2-oxo-3-phenyl-1,2-dihydropyrido[2,3-b]pyrazin-6-yl)acetohydrazide (104) (230 mg, 0.698 mmol) and phosphoryl chloride (4 mL, 42.9 mmol) was heated under microwave irradiation at 150° C. for 1.5 hours. The solvent was evaporated, and the residue was diluted with EtOAc, washed with sat. NaHCO3, dried (MgSO4), filtered, and concentrated under reduced pressure to give 3-chloro-9-(chloromethyl)-2-phenyl[1,2,4]triazolo[4′,3′:1,6]pyrido[2,3-b]pyrazine (10-2).

Workup

  1. customThe solvent was evaporated
  2. additionthe residue was diluted with EtOAc
  3. washwashed with sat. NaHCO3
  4. dry with materialdried (MgSO4)
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-425cfd90a8c9498c80f82510c7c8a53d
Source dataset
uspto-grants-2012_06
Patent number
US08207169B2

Reaction notes

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