HCID 12049889, compound → HCID 69828661, compound

HRID 2185029Notes

Reaction equation

HRID 2185029 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:17]=[CH:18][C:19]=1[CH2:20][CH2:21][NH:22][C@@H:23]([CH3:33])[C@H:24]([OH:32])[C:25]1[CH:30]=[CH:29][C:28]([OH:31])=[CH:27][CH:26]=1)[O:5][CH2:6][C:7]([O:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[O:8].C(OC(=O)C)C.Cl>C(OCC)(=O)C>[ClH:1].[Cl:1][C:2]1[CH:3]=[C:4]([CH:17]=[CH:18][C:19]=1[CH2:20][CH2:21][NH:22][C@@H:23]([CH3:33])[C@H:24]([OH:32])[C:25]1[CH:30]=[CH:29][C:28]([OH:31])=[CH:27][CH:26]=1)[O:5][CH2:6][C:7]([O:9][CH2:10][C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1)=[O:8]

Participants

4

Reactant 2

HCID 12049889HCID 12049889, compoundHCID 21866389Hydrogen chloride-ethyl acetate

Product 1

HCID 69828661HCID 69828661, compoundYield 187%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a stirred solution of benzyl 2-[3-chloro-4-[2-[[(1S,2R)-2-hydroxy-2-(4-hydroxyphenyl)-1-methylethyl]amino]ethyl]phenoxy]-acetate (136 mg) in ethyl acetate (2.0 ml) was added 4N hydrogen chloride ethyl acetate solution (161 μl) under ice-cooling, and the mixture was vigorously stirred for an hour at room temperature. Collection of the resulting precipitates by filtration gave benzyl 2-[3-chloro-4-[2-[[(1S,2R)-2-hydroxy-2-(4-hydroxyphenyl)-1-methylethyl]amino]ethyl]-phenoxy]acetate hydrochloride (137 mg).

Workup

  1. temperaturecooling
  2. customCollection of the resulting
  3. customprecipitates by filtration

Sources & evidence

ORD record
ord-7e83b1fa2f38483e9a03e831fe1fd3bb
Source dataset
uspto-grants-2002_06
Patent number
US06399660B1

Reaction notes

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