Water → HCID 66936645, compound

HRID 1943645Notes

Reaction equation

HRID 1943645 reaction equation
[O:1]1[CH2:6][CH2:5][NH:4][C:3]2[CH:7]=[N:8][CH:9]=[CH:10][C:2]1=2.[F:11][C:12]([F:25])([F:24])[C:13]1[CH:14]=[C:15]([CH:19]=[CH:20][C:21]=1[O:22][CH3:23])[C:16](Cl)=[O:17].C(N(CC)CC)C.O>ClCCl>[O:1]1[CH2:6][CH2:5][N:4]([C:16]([C:15]2[CH:19]=[CH:20][C:21]([O:22][CH3:23])=[C:13]([C:12]([F:11])([F:25])[F:24])[CH:14]=2)=[O:17])[C:3]2[CH:7]=[N:8][CH:9]=[CH:10][C:2]1=2

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 27752984-Methoxy-3-(trifluoromethyl)benzoyl chlorideHCID 218859502H,3H,4H-pyrido[4,3-b][1,4]oxazine

Product 1

HCID 66936645HCID 66936645, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a 50 ml flask, 3,4-dihydro-2H-pyrido[4,3-b][1,4]oxazine (1.0 g, 7.34 mmol) and 3-trifluoromethyl-4-methoxy-benzoyl chloride (2.1 g, 8.80 mmol) were dissolved in dichloromethane. Triethylamine (2.0 ml, 14.68 mmol) was added thereto and then stirred at room temperature for 4 hours. To the reaction mixture, water was added to quench the reaction and the mixture was extracted with dichloromethane, and the combined organic layer was washed with water and saturated saline solution, dried over anhydrous sodium sulfate (Na2SO4), filtered and evaporated under reduced pressure.

Workup

  1. customto quench
  2. customthe reaction
  3. extractionthe mixture was extracted with dichloromethane
  4. washthe combined organic layer was washed with water and saturated saline solution
  5. dry with materialdried over anhydrous sodium sulfate (Na2SO4)
  6. filtrationfiltered
  7. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-daa95cb6ec8b42c8b77d9c861253470c
Source dataset
uspto-grants-2013_03
Patent number
US08394792B2

Reaction notes

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