Hydrogen chloride-ethyl acetate → HCID 67959244, compound

HRID 1404955Notes

Reaction equation

HRID 1404955 reaction equation
[O:1]1[CH:5]=[CH:4][C:3]([C:6]2[C:15]3[O:14][CH2:13][CH2:12][N:11](C(OC(C)(C)C)=O)[CH2:10][C:9]=3[S:8][CH:7]=2)=[CH:2]1.C(OCC)(=O)C.Cl>C(OCC)(=O)C>[O:1]1[CH:5]=[CH:4][C:3]([C:6]2[C:15]3[O:14][CH2:13][CH2:12][NH:11][CH2:10][C:9]=3[S:8][CH:7]=2)=[CH:2]1

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 67958968HCID 67958968, compound

Product 1

HCID 67959244HCID 67959244, compoundYield 87.1%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

tert-Butyl 8-(furan-3-yl)-2,3-dihydrothieno[2,3-f][1,4]oxazepine-4(5H)-carboxylate (51.0 mg) was dissolved in ethyl acetate (2 ml,), and 4N hydrogen chloride-ethyl acetate solution (2 mL) was added. The mixture was stirred at room temperature for 1 hr, and the solvent was evaporated under reduced pressure. The residue was recrystallized from a mixed solvent of MeOH and Et2O to give 8-(furan-3-yl)-2,3,4,5-tetrahydrothieno[2,3-f][1,4]oxazepine 1 hydrochloride (30.6 mg, 74.8%) as a solid.

Workup

  1. customthe solvent was evaporated under reduced pressure
  2. customThe residue was recrystallized from a mixed solvent of MeOH and Et2O

Sources & evidence

ORD record
ord-17cd558bda144ed3adcb8f000c2d532d
Source dataset
uspto-grants-2014_12
Patent number
US08916549B2

Reaction notes

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