Methanol → HCID 57642349, compound

HRID 2112488Notes

Reaction equation

HRID 2112488 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:14]2[CH:15]=[C:16]([F:20])[C:17](F)=[CH:18][C:13]=2[NH:12][C:11](=[O:21])[CH2:10][N:9]=1.[CH3:22][OH:23].[H-].[Na+]>C(OCC)(=O)C>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:14]2[CH:15]=[C:16]([F:20])[C:17]([O:23][CH3:22])=[CH:18][C:13]=2[NH:12][C:11](=[O:21])[CH2:10][N:9]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 24758Sodium hydrideHCID 57642332HCID 57642332, compound

Product 1

HCID 57642349HCID 57642349, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 0.10 g (0.00033 mole) of 5-(2-chlorophenyl)-7,8-difluoro-1,3-dihydro-2H-1,4-benzodiazepin-2-one (Imm), 2 mL of methanol and 0.03 g of sodium hydride was heated at 100° C. for 40 minutes using microwave heating in a sealed reaction vessel. The mixture was then cooled. diluted with ethyl acetate and washed successively with water and then brine. The mixture was dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give 0.103 g of 5-(2-chlorophenyl)-1,3-dihydro-7-fluoro-8-methoxy-2H-1,4-benzodiazepin-2-one (Ia) as a white solid. MH+/Z=319.

Workup

  1. temperatureusing microwave heating in a sealed reaction vessel
  2. temperatureThe mixture was then cooled
  3. washwashed successively with water
  4. dry with materialThe mixture was dried over anhydrous sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-d407f3efcdd04d8e8102cd8f7f27d37c
Source dataset
uspto-grants-2009_04
Patent number
US07524840B2

Reaction notes

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