Phosphorus oxychloride → HCID 71114462, compound

HRID 710100Notes

Reaction equation

HRID 710100 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([OH:21])=[C:6]([NH:8][C:9](=O)[C:10]2[CH:15]=[CH:14][C:13]([C:16]([F:19])([F:18])[F:17])=[CH:12][CH:11]=2)[CH:7]=1.P(Cl)(Cl)(Cl)=O>O1CCOCC1>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[O:21][C:9]([C:10]3[CH:11]=[CH:12][C:13]([C:16]([F:17])([F:18])[F:19])=[CH:14][CH:15]=3)=[N:8][C:6]=2[CH:7]=1

Participants

4

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 71114470HCID 71114470, compound

Product 1

HCID 71114462HCID 71114462, compoundYield 66.5%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Intermediate 42 (1 g, 2.77 mmol) was dissolved in 1,4-Dioxane and added Phosphorus oxychloride (0.76 ml, 8.3 mmol). This mixture was refluxed for 2 h. 1,4-Dioxane removed on rotavapour to obtain the residue. Residue was washed with water to obtain solid. Solid was filtered and dried to obtain the titled compound (630 mg) as an off-white solid. 1H-NMR (δ ppm, CDCl3, 400 MHz): 8.35 (d, J 8.2, 2H), 7.93 (d, J 1.5, 1H), 7.79 (d, J 8.3, 2H), 7.52-7.49 (m, 2H).

Workup

  1. temperatureThis mixture was refluxed for 2 h
  2. custom1,4-Dioxane removed on rotavapour
  3. customto obtain the residue
  4. washResidue was washed with water
  5. customto obtain solid
  6. filtrationSolid was filtered
  7. customdried

Sources & evidence

ORD record
ord-ac2b9279641a4d1ba81bee85e585c9fa
Source dataset
uspto-grants-2015_11
Patent number
US09181214B2

Reaction notes

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