Hydrogen chloride-ethyl acetate → HCID 69663689, compound

HRID 1794226Notes

Reaction equation

HRID 1794226 reaction equation
[CH2:1]([O:3][C:4]([C@@H:6]1[O:11][C:10]2[CH:12]=[CH:13][C:14]([CH2:16][C@H:17]([NH:19][CH2:20][C@H:21]([OH:41])[CH2:22][O:23][C:24]3[CH:29]=[C:28]([O:30][CH3:31])[C:27]([O:32]COC)=[C:26]([NH:36][S:37]([CH3:40])(=[O:39])=[O:38])[CH:25]=3)[CH3:18])=[CH:15][C:9]=2[O:8][CH2:7]1)=[O:5])[CH3:2].[ClH:42].CCOC(C)=O>C(O)C>[ClH:42].[CH2:1]([O:3][C:4]([C@@H:6]1[O:11][C:10]2[CH:12]=[CH:13][C:14]([CH2:16][C@H:17]([NH:19][CH2:20][C@H:21]([OH:41])[CH2:22][O:23][C:24]3[CH:29]=[C:28]([O:30][CH3:31])[C:27]([OH:32])=[C:26]([NH:36][S:37]([CH3:40])(=[O:38])=[O:39])[CH:25]=3)[CH3:18])=[CH:15][C:9]=2[O:8][CH2:7]1)=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 58618751HCID 58618751, compound

Product 1

HCID 69663689HCID 69663689, compoundYield 101.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 6-[2-(R)-[2-(S)-hydroxy-3-[3-methanesulfonamido-5-methoxy-4-(methoxymethoxy)phenoxy]-propylamino]propyl]-2,3-dihydro-1,4-benzodioxine-2-(R)-carboxylic acid ethyl ester (100 mg) obtained in Example 26 in ethanol (10 mL) was added 4N—HCl/AcOEt (1.0 mL, 4.0 mmol) at room temperature. This solution was stirred at room temperature for 16 hours and then concentrated to dryness under reduced pressure, affording the title compound (100 mg). Yield: 85%

Workup

  1. concentrationconcentrated to dryness under reduced pressure

Sources & evidence

ORD record
ord-7daf66e0efb344eabcd7e33ab30120ca
Source dataset
uspto-grants-2006_04
Patent number
US07022732B2

Reaction notes

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