Sodium Hydroxide → HCID 11203030, compound

HRID 1181593Notes

Reaction equation

HRID 1181593 reaction equation
[OH:1][C@H:2]([CH2:25][NH:26][C:27]([CH3:40])([CH3:39])[CH2:28][C:29]1[CH:38]=[CH:37][C:36]2[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=2)[CH:30]=1)[CH2:3][O:4][C@@H:5]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([CH2:19][C:20]([O:22]CC)=[O:21])[CH:14]=1)[CH3:6].[OH-].[Na+]>CO.O1CCCC1>[OH:1][C@H:2]([CH2:25][NH:26][C:27]([CH3:39])([CH3:40])[CH2:28][C:29]1[CH:38]=[CH:37][C:36]2[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=2)[CH:30]=1)[CH2:3][O:4][C@@H:5]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([CH2:19][C:20]([OH:22])=[O:21])[CH:14]=1)[CH3:6]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 58662602HCID 58662602, compound

Product 1

HCID 11203030HCID 11203030, compoundYield 85.7%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

ethyl [2′-[(1R)-1-[(2R)-2-Hydroxy-3-[[2-methyl-1-(naphthalen-2-yl)propan-2-yl]amino]propoxy]ethyl]biphenyl-3-yl]acetate (400 mg) obtained in Step 3 was dissolved in methanol (2 ml) and tetrahydrofuran (4 ml), 1N-aqueous sodium hydroxide (1.5 ml) was added, and the mixture was stirred at room temperature for 6 hr. The reaction mixture was concentrated under reduced pressure. The obtained residue was diluted with water and neutralized with 10% aqueous citric acid. The precipitated white solid was collected by filtration and dried in vacuo to give the title compound (325mg).

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. additionThe obtained residue was diluted with water and neutralized with 10% aqueous citric acid
  3. filtrationThe precipitated white solid was collected by filtration
  4. customdried in vacuo

Sources & evidence

ORD record
ord-915ce93f930d435db4130f7625f5fe69
Source dataset
uspto-grants-2007_10
Patent number
US07285572B2

Reaction notes

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