Acetyl chloride → HCID 67358615, compound

HRID 1668363Notes

Reaction equation

HRID 1668363 reaction equation
[Br:1][C:2]1[C:22]([F:23])=[CH:21][C:5]2[O:6][C:7]3[CH:19]=[CH:18][CH:17]=[C:16]([F:20])[C:8]=3[C@H:9]3[C@H:14]([NH2:15])[CH2:13][CH2:12][CH2:11][N:10]3[C:4]=2[CH:3]=1.C(N(CC)CC)C.[C:31](Cl)(=[O:33])[CH3:32].C([O-])(O)=O.[Na+]>C(Cl)Cl>[Br:1][C:2]1[C:22]([F:23])=[CH:21][C:5]2[O:6][C:7]3[CH:19]=[CH:18][CH:17]=[C:16]([F:20])[C:8]=3[C@H:9]3[C@H:14]([NH:15][C:31](=[O:33])[CH3:32])[CH2:13][CH2:12][CH2:11][N:10]3[C:4]=2[CH:3]=1

Participants

6

Reactant 4

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 516892Sodium BicarbonateHCID 67358642HCID 67358642, compound

Product 1

HCID 67358615HCID 67358615, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a solution of 0.4 g (1.05 mmol) (−)-(cis)-7-bromo-8,14-difluoro-1,3,4,14b-tetrahydro-2H-dibenzo[b,f]pyrido[1,2-d][1,4]oxazepine-1-amine in a mixture of CH2Cl2 (10 mL) and triethylamine (0.44 mL, 3.15 mmol), acetyl chloride (0.187 mL, 2.62 mmol) in CH2Cl2 (5 mL) was added and it was stirred at ambient temperature for 1 h. Saturated (aq) NaHCO3 was added and the organic layers were washed with brine, dried (Na2SO4) and concentrated under reduced pressure to afford the crude compound which was used without further purification (0.44 g, 100%).

Workup

  1. additionwas added
  2. washthe organic layers were washed with brine
  3. dry with materialdried (Na2SO4)
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-edd8d555eb3c44bc9ed9930d7285c69a
Source dataset
uspto-grants-2011_08
Patent number
US07989442B2

Reaction notes

Loading…