Sodium Hydroxide → HCID 66993128, compound

HRID 518115Notes

Reaction equation

HRID 518115 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-1ecd6d2a8d27436d97e9bd9fa5d013e4
Source dataset
uspto-grants-2015_08
Patent number
US09115139B2

Reaction notes

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