Hydrogen chloride-ethyl acetate → 8-(3-Methoxyphenyl)-2-methyl-2,3,4,5-tetrahydrothieno[2,3-f][1,4]oxazepine

HRID 1404970Notes

Reaction equation

HRID 1404970 reaction equation
F[C:2]1[CH:3]=[C:4]([C:8]2[C:17]3[O:16][CH: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:26](OCC)(=[O:28])C.Cl>>[CH3:26][O:28][C:2]1[CH:3]=[C:4]([C:8]2[C:17]3[O:16][CH: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 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 67959025HCID 67959025, compound

Product 1

HCID 679591608-(3-Methoxyphenyl)-2-methyl-2,3,4,5-tetrahydrothieno[2,3-f][1,4]oxazepineYield 92%

Procedure

tert-Butyl 8-(3-fluorophenyl)-2-methyl-2,3-dihydrothieno[2,3-f][1,4]oxazepine-4(5H)-carboxylate (274 mg) was stirred in 4N hydrogen chloride-ethyl acetate solution (5 mL) for 30 min. The precipitated crystals were washed with ethyl acetate to give 8-(3-fluorophenyl)-2-methyl-2,3,4,5-tetrahydrothieno[2,3-f][1,4]oxazepine 1 hydrochloride (207 mg, 92%) as colorless crystals.

Workup

  1. washThe precipitated crystals were washed with ethyl acetate

Sources & evidence

ORD record
ord-485624ac3ae648ff84e2b637caeb194f
Source dataset
uspto-grants-2014_12
Patent number
US08916549B2

Reaction notes

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