Hydrogen chloride-ethyl acetate → (6R,7S)-N-benzyl-7-(3,4-dichlorophenyl)-1,4-oxazepan-6-amine monohydrochloride

HRID 1022726Notes

Reaction equation

HRID 1022726 reaction equation
[CH2:1]([NH:8][C@H:9]1[C@H:15]([C:16]2[CH:21]=[CH:20][C:19]([Cl:22])=[C:18]([Cl:23])[CH:17]=2)[O:14][CH2:13][CH2:12][N:11](C(OC(C)(C)C)=O)[CH2:10]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(OCC)(=O)C.Cl>>[ClH:22].[CH2:1]([NH:8][C@H:9]1[C@H:15]([C:16]2[CH:21]=[CH:20][C:19]([Cl:22])=[C:18]([Cl:23])[CH:17]=2)[O:14][CH2:13][CH2:12][NH:11][CH2:10]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 66976243tert-butyl (6R,7S)-6-(benzylamino)-7-(3,4-dichlorophenyl)-1,4-oxazepane-4-carboxylate

Product 1

HCID 66975057(6R,7S)-N-benzyl-7-(3,4-dichlorophenyl)-1,4-oxazepan-6-amine monohydrochlorideYield 58.2%

Procedure

To tert-butyl (6R,7S)-6-(benzylamino)-7-(3,4-dichlorophenyl)-1,4-oxazepane-4-carboxylate (80 mg) was added 4.0 M hydrogen chloride-ethyl acetate solution (4 mL), and the mixture was stirred at room temperature for 1 hr. The residue obtained by concentration under reduced pressure was washed with diethyl ether to give the title compound (20 mg).

Workup

  1. customThe residue obtained by concentration under reduced pressure
  2. washwas washed with diethyl ether

Sources & evidence

ORD record
ord-c09e5f6724174d4aba9745d59dbbe57a
Source dataset
uspto-grants-2014_05
Patent number
US08722662B2

Reaction notes

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