Réaction #44429

ord-9b14aaf8d506412094cc509974542c31

Équation de réaction

N[C@@H]1CCCN2c3cc(Cl)ccc3Oc3ccccc3[C@H]12
trans-7-Chloro-2,3,4,14b-tetrahydro-1H-dibenzo[b,f]pyrido[1,2-d][1,4]oxazepine-1-amine
CCOC(=O)CF
ethyl fluoroacetate
→
O=C(CF)N[C@@H]1CCCN2c3cc(Cl)ccc3Oc3ccccc3[C@H]12
trans-N-(7-chloro-2,3,4,14b-tetrahydro-1H-dibenzo[b,f]pyrido[1,2-d][1,4]oxazepin-1-yl)-2-fluoroacetamide
Rendement 39.0%

Réactifs

N[C@@H]1CCCN2c3cc(Cl)ccc3Oc3ccccc3[C@H]12
trans-7-Chloro-2,3,4,14b-tetrahydro-1H-dibenzo[b,f]pyrido[1,2-d][1,4]oxazepine-1-amine
CCOC(=O)CF
ethyl fluoroacetate

Réactifs

Aucun

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    TempératureThe resulting mixture was heated
  2. 2
    Températureto reflux for 2 h
  3. 3
    AutreEvaporation
  4. 4
    Autrefollowed by crystallisation from methanol

Mode opératoire

trans-7-Chloro-2,3,4,14b-tetrahydro-1H-dibenzo[b,f]pyrido[1,2-d][1,4]oxazepine-1-amine (10 mg, 0.03 mmol) was dissolved in 1 mL of ethyl fluoroacetate. The resulting mixture was heated to reflux for 2 h. Evaporation followed by crystallisation from methanol gave trans-N-(7-chloro-2,3,4,14b-tetrahydro-1H-dibenzo[b,f]pyrido[1,2-d][1,4]oxazepin-1-yl)-2-fluoroacetamide (4.7 mg, 39%). Data: (m/z)=361 (M+H)+.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US07737136B2uspto-grants-2010_06