Phosphorus oxychloride → HCID 67389478, compound

HRID 2052833Notes

Reaction equation

HRID 2052833 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][C:11]=1[O:12][CH3:13])[NH:8][C:7]1[N:14]=[CH:15][NH:16][C:17](=O)[C:6]2=1.O=P(Cl)(Cl)[Cl:21]>O1CCOCC1>[Cl:21][C:17]1[CH:6]2[CH:7]([NH:8][C:9]3[C:5]2=[CH:4][C:3]([O:2][CH3:1])=[C:11]([O:12][CH3:13])[CH:10]=3)[N:14]=[CH:15][N:16]=1

Participants

4

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 135603624HCID 135603624, compound

Product 1

HCID 67389478HCID 67389478, compoundYield 773.3%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
0 °C

Procedure

A suspension of 6,7-dimethoxy-3H-pyrimido[4,5-b]indol-4(9H)-one 6 (2.8 g), POCl3 (20 mL) and p-dioxane 65 mL was heated at reflux for 6 hrs, then stirred at 25 0° C. for 36 hrs. The obtained mixture was filtered and concentrated. The crude product was purified by column chromatography using 1% MeOH/DCM to give title compound 773.3% (2.2 g) as pale yellow solid.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 6 hrs
  3. filtrationThe obtained mixture was filtered
  4. concentrationconcentrated
  5. customThe crude product was purified by column chromatography

Sources & evidence

ORD record
ord-9ed80f5be8dc42299dba8d0a4f66bd6a
Source dataset
uspto-grants-2008_02
Patent number
US07326712B2

Reaction notes

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