Hydrogen chloride-ethyl acetate → HCID 66975500, compound

HRID 1022683Notes

Reaction equation

HRID 1022683 reaction equation
[C:1]([N:4]([CH2:6][C@H:7]1[C@H:13]([C:14]2[CH:19]=[CH:18][C:17]([Cl:20])=[C:16]([Cl:21])[CH:15]=2)[O:12][CH2:11][CH2:10][N:9](C(OC(C)(C)C)=O)[CH2:8]1)[CH3:5])(=[O:3])[CH3:2].C(OCC)(=O)C.Cl>>[ClH:20].[Cl:21][C:16]1[CH:15]=[C:14]([C@@H:13]2[O:12][CH2:11][CH2:10][NH:9][CH2:8][C@H:7]2[CH2:6][N:4]([CH3:5])[C:1](=[O:3])[CH3:2])[CH:19]=[CH:18][C:17]=1[Cl:20]

Participants

3

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 66975244HCID 66975244, compound

Product 1

HCID 66975500HCID 66975500, compoundYield 140.8%

Procedure

To tert-butyl (6R,7R)-6-{[acetyl(methyl)amino]methyl}-7-(3,4-dichlorophenyl)-1,4-oxazepane-4-carboxylate (100 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 separated by HPLC (C18, mobile phase: water/acetonitrile (containing 10 mM NH4HCO3)), and the obtained fraction was concentrated under reduced pressure to give the title compound (60 mg).

Workup

  1. customThe residue obtained by concentration under reduced pressure
  2. customwas separated by HPLC (C18, mobile phase: water/acetonitrile (containing 10 mM NH4HCO3))
  3. concentrationthe obtained fraction was concentrated under reduced pressure

Sources & evidence

ORD record
ord-eb330e93e25d4de1982b5e5f7b9d55a9
Source dataset
uspto-grants-2014_05
Patent number
US08722662B2

Reaction notes

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