HCID 23002992, compound → 7-Chloro-8-morpholin-4-yl-2,3,4,5-tetrahydropyrido[3,2-f][1,4]oxazepine monohydrobromide

HRID 1524335Notes

Reaction equation

HRID 1524335 reaction equation
[Cl:1][C:2]1[C:12]([N:13]2[CH2:18][CH2:17][O:16][CH2:15][CH2:14]2)=[N:11][C:10]2[O:9][CH2:8][CH2:7][N:6](C(OC(C)(C)C)=O)[CH2:5][C:4]=2[CH:3]=1.[BrH:26].C(O)C>C(O)C>[BrH:26].[Cl:1][C:2]1[C:12]([N:13]2[CH2:14][CH2:15][O:16][CH2:17][CH2:18]2)=[N:11][C:10]2[O:9][CH2:8][CH2:7][NH:6][CH2:5][C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 23002992HCID 23002992, compoundHCID 67279788tert-butyl 7-chloro-8-morpholin-4-yl-2,3-dihydropyrido[3,2-f][1,4]oxazepine-4(5H)-carboxylate

Product 1

HCID 672802287-Chloro-8-morpholin-4-yl-2,3,4,5-tetrahydropyrido[3,2-f][1,4]oxazepine monohydrobromideYield 25%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of the compound (0.10 g) obtained in step 1 in ethanol (1 mL) was added hydrobromic acid-ethanol solution (1 mL), and the mixture was stirred at room temperature for 4 hr. The solvent was evaporated under reduced pressure, and the aqueous layer was made basic with ethyl acetate and aqueous sodium hydroxide solution. The organic layer was washed with brine and dried, and the solvent was evaporated under reduced pressure. Ethyl acetate was added to the residue, and hydrobromic acid-ethanol solution was added. The precipitate was collected by filtration to give the title compound (0.03 g, 25%) as a white powder.

Workup

  1. customThe solvent was evaporated under reduced pressure
  2. washThe organic layer was washed with brine
  3. customdried
  4. customthe solvent was evaporated under reduced pressure
  5. additionEthyl acetate was added to the residue, and hydrobromic acid-ethanol solution
  6. additionwas added
  7. filtrationThe precipitate was collected by filtration

Sources & evidence

ORD record
ord-0b4b6e599c87431c87bdd2f8f903b22c
Source dataset
uspto-grants-2015_07
Patent number
US09079907B2

Reaction notes

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