Dimethylformamide dimethyl acetal → HCID 67505050, compound

HRID 2100401Notes

Reaction equation

HRID 2100401 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[C:11](=[O:12])[CH2:10][CH2:9][N:8]=[C:7]([C:13]3[C:18]([F:19])=[CH:17][CH:16]=[CH:15][C:14]=3[F:20])[C:6]=2[CH:21]=1.CO[CH:24](OC)[N:25]([CH3:27])[CH3:26]>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[C:11](=[O:12])[C:10](=[CH:24][N:25]([CH3:27])[CH3:26])[CH2:9][N:8]=[C:7]([C:13]3[C:18]([F:19])=[CH:17][CH:16]=[CH:15][C:14]=3[F:20])[C:6]=2[CH:21]=1

Participants

4

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 67505494HCID 67505494, compound

Product 1

HCID 67505050HCID 67505050, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

8-Chloro-1-(2,6-difluoro-phenyl)-3,4-dihydro-benzo[c]azepin-5-one (4aa) (4.2 g, 15 mmol) was dissolved in toluene (100 mL) and N,N-dimethylformamide dimethyl acetal (19 mL) and heated at 80° C. for 2 h. The solution was evaporated in vacuo and the resulting residue was purified by column chromatography (silica gel, 0 to 75% EtOAc/hexanes) to afford 5aa (2.6 g, 78%) as a pale brown solid MS m/z=361 (M+H).

Workup

  1. customThe solution was evaporated in vacuo
  2. customthe resulting residue was purified by column chromatography (silica gel, 0 to 75% EtOAc/hexanes)
  3. customto afford 5aa (2.6 g, 78%) as a pale brown solid MS m/z=361 (M+H)

Sources & evidence

ORD record
ord-59a6385586764fa7a970f122695c0e87
Source dataset
uspto-grants-2009_08
Patent number
US07572784B2

Reaction notes

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