Hydrochloric Acid → HCID 69204095, compound

HRID 2220659Notes

Reaction equation

HRID 2220659 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C@@H:15]([OH:37])[CH2:16][NH:17][CH2:18][CH2:19][O:20][C:21]2(C(OC)=O)[CH:26]=[CH:25][C:24]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)=[CH:23][CH2:22]2)=[CH:11][C:10]=1[NH:38][S:39]([CH3:42])(=[O:41])=[O:40])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-:43].[Na+].[CH2:45]([OH:47])C.Cl>O1CCCC1>[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([C@@H:15]([OH:37])[CH2:16][NH:17][CH2:18][CH2:19][O:20][C:21]2[CH:26]=[CH:25][C:24]([C:27]3[CH:32]=[CH:31][C:30]([C:45]([OH:47])=[O:43])=[CH:29][CH:28]=3)=[CH:23][CH:22]=2)=[CH:11][C:10]=1[NH:38][S:39]([CH3:42])(=[O:41])=[O:40])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14798Sodium HydroxideHCID 69199293HCID 69199293, compound

Product 1

HCID 69204095HCID 69204095, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of methyl 4-{2-[(R)-2-(4-benzyloxy-3-methanesulfonylaminophenyl)-2-hydroxyethylamino]ethoxy}biphenyl-4-carboxylate (0.064 g), a 2 mol/L aqueous solution of sodium hydroxide (0.162 mL), ethanol (2 mL) and tetrahydrofuran (2 mL) was heated under reflux overnight. To the ice-cooled reaction mixture was added 2 mol/L hydrochloric acid (0.162 mL), and the solvent was evaporated under reduced pressure. The residue was washed with water to afford 4′-{2-[(R)-2-(4-benzyloxy-3-methanesulfonylaminophenyl)-2-hydroxyethylamino]ethoxy}biphenyl-4-carboxylic acid (0.06 g) as a crude product.

Workup

  1. temperatureunder reflux overnight
  2. customreaction mixture
  3. customthe solvent was evaporated under reduced pressure
  4. washThe residue was washed with water

Sources & evidence

ORD record
ord-5983e5f833944a2fa1987e226677d331
Source dataset
uspto-grants-2008_08
Patent number
US07417169B2

Reaction notes

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