Hydrogen chloride-ethyl acetate → HCID 66976165, compound

HRID 1022695Notes

Reaction equation

HRID 1022695 reaction equation
C(OC([N:8]1[CH2:14][C@@H:13]([CH2:15][NH:16][C:17]([C:19]2[CH:27]=[C:26]([F:28])[C:25]([F:29])=[CH:24][C:20]=2[C:21]([OH:23])=[O:22])=[O:18])[C@H:12]([C:30]2[CH:35]=[CH:34][C:33]([Cl:36])=[C:32]([Cl:37])[CH:31]=2)[O:11][CH2:10][CH2:9]1)=O)(C)(C)C.C(OCC)(=O)C.Cl>>[ClH:36].[Cl:37][C:32]1[CH:31]=[C:30]([C@@H:12]2[O:11][CH2:10][CH2:9][NH:8][CH2:14][C@H:13]2[CH2:15][NH:16][C:17]([C:19]2[CH:27]=[C:26]([F:28])[C:25]([F:29])=[CH:24][C:20]=2[C:21]([OH:23])=[O:22])=[O:18])[CH:35]=[CH:34][C:33]=1[Cl:36]

Participants

3

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 66975894HCID 66975894, compound

Product 1

HCID 66976165HCID 66976165, compoundYield 37.6%

Procedure

To 2-({[(6R,7R)-4-(tert-butoxycarbonyl)-7-(3,4-dichlorophenyl)-1,4-oxazepan-6-yl]methyl}carbamoyl)-4,5-difluorobenzoic acid (102 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 5 mM AcONH4)), and the obtained fraction was concentrated under reduced pressure to give the title compound (17 mg).

Workup

  1. customThe residue obtained by concentration under reduced pressure
  2. customwas separated by HPLC (C18, mobile phase: water/acetonitrile (containing 5 mM AcONH4))
  3. concentrationthe obtained fraction was concentrated under reduced pressure

Sources & evidence

ORD record
ord-cef25b26d7fc448d9021f868f6fabe99
Source dataset
uspto-grants-2014_05
Patent number
US08722662B2

Reaction notes

Loading…