tert-Butyl (2S)-8-(3-fluorophenyl)-2-methyl-2,3-dihydrothieno[2,3-f][1,4]oxazepine-4(5H)-carboxylate → HCID 50925301, compound

HRID 1404985Notes

Reaction equation

HRID 1404985 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:8]2[C:17]3[O:16][C@@H:15]([CH3:18])[CH2:14][N:13](C(OC(C)(C)C)=O)[CH2:12][C:11]=3[S:10][CH:9]=2)[CH:5]=[CH:6][CH:7]=1>C(OCC)(=O)C.Cl>[F:1][C:2]1[CH:3]=[C:4]([C:8]2[C:17]3[O:16][C@@H:15]([CH3:18])[CH2:14][NH:13][CH2:12][C:11]=3[S:10][CH:9]=2)[CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 1

HCID 86668487tert-Butyl (2S)-8-(3-fluorophenyl)-2-methyl-2,3-dihydrothieno[2,3-f][1,4]oxazepine-4(5H)-carboxylate

Product 1

HCID 50925301HCID 50925301, compoundYield 104.5%

Reagents, catalysts & solvents 1

HCID 21866389Hydrogen chloride-ethyl acetateSolvent

Procedure

tert-Butyl (2S)-8-(3-fluorophenyl)-2-methyl-2,3-dihydrothieno[2,3-f][1,4]oxazepine-4(5H)-carboxylate (416 mg) was stirred in 4N hydrogen chloride-ethyl acetate solution (5 mL) for 20 min. The reaction solution was concentrated under reduced pressure, and the residue was recrystallized from ethyl acetate to give (2S)-8-(3-fluorophenyl)-2-methyl-2,3,4,5-tetrahydrothieno[2,3-f][1,4]oxazepine 1 hydrochloride (315 mg, 92%) as colorless crystals.

Workup

  1. concentrationThe reaction solution was concentrated under reduced pressure
  2. customthe residue was recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-20009a5e22454caa97c4ae6c7c296f61
Source dataset
uspto-grants-2014_12
Patent number
US08916549B2

Reaction notes

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