Hydrochloric Acid → HCID 69904942, compound

HRID 1862633Notes

Reaction equation

HRID 1862633 reaction equation
[Cl:1][C:2]1[CH:14]=[C:13]([CH2:15][CH2:16][NH:17][C@@H:18]([CH3:28])[C@H:19]([OH:27])[C:20]2[CH:25]=[CH:24][C:23]([OH:26])=[CH:22][CH:21]=2)[CH:12]=[CH:11][C:3]=1[O:4][CH2:5][C:6]([O:8][CH2:9][CH3:10])=[O:7].Cl>C(OCC)(=O)C>[ClH:1].[Cl:1][C:2]1[CH:14]=[C:13]([CH2:15][CH2:16][NH:17][C@@H:18]([CH3:28])[C@H:19]([OH:27])[C:20]2[CH:21]=[CH:22][C:23]([OH:26])=[CH:24][CH:25]=2)[CH:12]=[CH:11][C:3]=1[O:4][CH2:5][C:6]([O:8][CH2:9][CH3:10])=[O:7]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 10454094HCID 10454094, compound

Product 1

HCID 69904942HCID 69904942, compoundYield 188.3%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

To a stirred solution of ethyl 2-[2-chloro-4-[2-[[(1S,2R)-2-hydroxy-2-(4-hydroxyphenyl)-1-methylethyl]amino]ethyl]phenoxy]acetate (390 mg) in ethyl acetate (5 ml) was added 4N hydrogen chloride solution in ethyl acetate (500 μl) at room temperature, and the mixture was stirred for 15 minutes. After removal of the solvent under reduced pressure, diethyl ether was added to the residue. Collection of the resulting insoluble material by filtration gave ethyl 2-[2-chloro-4-[2-[[(1S,2R)-2-hydroxy-2-(4-hydroxyphenyl)-1-methylethyl]amino]ethyl]phenoxy]acetate hydrochloride (400 mg).

Workup

  1. customAfter removal of the solvent under reduced pressure, diethyl ether
  2. additionwas added to the residue
  3. customCollection of the resulting insoluble material
  4. filtrationby filtration

Sources & evidence

ORD record
ord-ec73e2278b9a44ca8a1e479464bd2faa
Source dataset
uspto-grants-2003_03
Patent number
US06538152B1

Reaction notes

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