Hydrochloric Acid → HCID 68548471, compound

HRID 2243554Notes

Reaction equation

[OH-].[Na+].[OH:3][C@H:4]([C:28]1[CH:33]=[CH:32][C:31]([OH:34])=[CH:30][CH:29]=1)[C@@H:5]([NH:7][CH2:8][CH2:9][O:10][C:11]1[CH:16]=[CH:15][C:14]([C:17]2[CH:22]=[CH:21][C:20]([C:23]([O:25]CC)=[O:24])=[CH:19][CH:18]=2)=[CH:13][CH:12]=1)[CH3:6].C(O)C.Cl>O1CCCC1>[OH:3][C@H:4]([C:28]1[CH:29]=[CH:30][C:31]([OH:34])=[CH:32][CH:33]=1)[C@@H:5]([NH:7][CH2:8][CH2:9][O:10][C:11]1[CH:12]=[CH:13][C:14]([C:17]2[CH:22]=[CH:21][C:20]([C:23]([OH:25])=[O:24])=[CH:19][CH:18]=2)=[CH:15][CH:16]=1)[CH3:6]

Participants

Conditions

Temperature: 60 °C

Procedure

A 2 mol/L aqueous solution of sodium hydroxide (0.43 mL) was added to a solution of ethyl 4′-{2-[(1S,2R)-2-hydroxy-2-(4-hydroxyphenyl)-1-methylethylamino]ethoxy}biphenyl-4-carboxylate (0.15 g), ethanol (20 mL) and tetra hydrofuran (5 mL). The mixture was stirred at 60° C. for 16 hrs, and heated under reflux at 100° C. for 7.5 hrs. A 2 mol/L aqueous solution of sodium hydroxide (0.17 mL) was added, and heated under reflux for 16 hrs. After being cooled to room temperature, 2 mol/L hydrochloric acid (0.60 mL) was added, and the precipitate was collected by filtration to afford the title compound as a pale yellow amorphous (0.13 g). The structure and physical data were shown in table 3.

Workup

temperatureheated
temperatureunder reflux at 100° C. for 7.5 hrs
temperatureheated
temperatureunder reflux for 16 hrs
temperatureAfter being cooled to room temperature
filtrationthe precipitate was collected by filtration

Sources & evidence

ORD record: ord-07beb6960dd44ea9b45b8d9b6c32c7a8
Source dataset: uspto-grants-2010_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07674938B2

Reaction notes

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