HCID 22136184, compound → HCID 22136173, compound

HRID 1635914Notes

Reaction equation

HRID 1635914 reaction equation
[CH3:1][O:2][C:3]([C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:8]([CH2:15][NH:16][C:17](=O)[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[N:7][CH:6]=1)=[O:4]>O=P(Cl)(Cl)Cl>[C:18]1([C:17]2[N:7]3[CH:6]=[C:5]([C:3]([O:2][CH3:1])=[O:4])[C:14]4[C:9]([C:8]3=[CH:15][N:16]=2)=[CH:10][CH:11]=[CH:12][CH:13]=4)[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

3

Reactant 1

HCID 22136184HCID 22136184, compound

Product 1

HCID 22136173HCID 22136173, compoundYield 37.7%

Reagents, catalysts & solvents 1

HCID 24813Phosphorus oxychlorideSolvent

Conditions

Temperature
105 °C

Procedure

A mixture of the product from part 7 (1.97 g) in 10 ml of POCl3 is stirred at 105° C. for two hours, then cooled and concentrated under vacuum. The residue is treated with EtOAc and washed with saturated aqueous NaHCO3 solution and water. The organic solution is dried over Na2SO4, filtered and then concentrated to afford a solid. Recrystallization from 2-propanol yields the title compound as a yellow solid (0.7 g).

Workup

  1. temperaturecooled
  2. concentrationconcentrated under vacuum
  3. additionThe residue is treated with EtOAc
  4. washwashed with saturated aqueous NaHCO3 solution and water
  5. dry with materialThe organic solution is dried over Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated
  8. customto afford a solid
  9. customRecrystallization from 2-propanol

Sources & evidence

ORD record
ord-88a820058b37481dbdc5487a5b36f365
Source dataset
uspto-grants-2003_01
Patent number
US06511987B1

Reaction notes

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