Sodium Hydroxide → HCID 66993128, compound

HRID 2188717Notes

Reaction equation

HRID 2188717 reaction equation
[CH3:1][C:2]1[C:3]([N:20]([CH3:24])[CH:21]([CH3:23])[CH3:22])=[N:4][C:5]2[O:11][CH2:10][CH2:9][N:8](C(OC(C)(C)C)=O)[CH2:7][C:6]=2[N:19]=1.C(OCC)(=O)C.[ClH:31].[OH-].[Na+]>>[ClH:31].[CH3:24][N:20]([CH:21]([CH3:23])[CH3:22])[C:3]1[C:2]([CH3:1])=[N:19][C:6]2[CH2:7][NH:8][CH2:9][CH2:10][O:11][C:5]=2[N:4]=1

Participants

4

Reactant 3

HCID 14798Sodium HydroxideHCID 21866389Hydrogen chloride-ethyl acetateHCID 66993458HCID 66993458, compound

Product 1

HCID 66993128HCID 66993128, compoundYield 76%

Procedure

A mixture of tert-butyl 2-methyl-3-[methyl(1-methylethyl)amino]-6,7-dihydropyrazino[2,3-f][1,4]oxazepine-8(9H)-carboxylate (109 mg) and 2N hydrogen chloride-ethyl acetate (4 mL) was stirred at room temperature for 4 hr. The reaction mixture was basified with 1N sodium hydroxide, and extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over sodium sulfate, and concentrated under reduced pressure. To the obtained residue were added methanol (5 mL) and 1 N hydrochloric acid (0.325 mL), and the mixture was concentrated under reduced pressure. The obtained residue was purified by recrystallization (ethanol-diisopropyl ether) to give the title compound (67 mg, 76%) as a colorless powder.

Workup

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with saturated brine
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated under reduced pressure
  5. additionTo the obtained residue were added methanol (5 mL) and 1 N hydrochloric acid (0.325 mL)
  6. concentrationthe mixture was concentrated under reduced pressure
  7. customThe obtained residue was purified by recrystallization (ethanol-diisopropyl ether)

Sources & evidence

ORD record
ord-732a70be4d2e49e38250a2f832607f36
Source dataset
uspto-grants-2012_12
Patent number
US08324201B2

Reaction notes

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