Sodium Hydroxide → HCID 69102827, compound

HRID 2220418Notes

Reaction equation

HRID 2220418 reaction equation
[C:1]([NH:4][C:5]1[CH:6]=[C:7]([C:15]2[CH:20]=[CH:19][C:18]([CH2:21][CH2:22][N:23]([CH2:39][C:40]3[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=3)[CH2:24][C@@H:25]([C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=3)[O:26]C3CCCCO3)=[CH:17][CH:16]=2)[CH:8]=[CH:9][C:10]=1[C:11]([O:13][CH3:14])=[O:12])(=[O:3])[CH3:2].C(OC(=O)C)C.Cl.[OH-].[Na+]>C(OCC)(=O)C>[C:1]([NH:4][C:5]1[CH:6]=[C:7]([C:15]2[CH:20]=[CH:19][C:18]([CH2:21][CH2:22][N:23]([CH2:39][C:40]3[CH:41]=[CH:42][CH:43]=[CH:44][CH:45]=3)[CH2:24][C@H:25]([OH:26])[C:33]3[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=3)=[CH:17][CH:16]=2)[CH:8]=[CH:9][C:10]=1[C:11]([O:13][CH3:14])=[O:12])(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 21866389Hydrogen chloride-ethyl acetateHCID 69103059HCID 69103059, compound

Product 1

HCID 69102827HCID 69102827, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a solution of methyl 3-(acetylamino)-4′-[2-[benzyl[(2R)-2-phenyl-2-(tetrahydro-2H-pyran-2-yloxy)ethyl]amino]ethyl]-4-biphenylcarboxylate in ethyl acetate (6 ml) was added hydrogen chloride ethyl acetate solution (4N, 2 ml) and stirred for 30 minutes at room temperature. The mixture was poured into sodium hydroxide aqueous solution (1N) and extracted with ethyl acetate. The organic layer was washed with brine, dried over magnesium sulfate and evaporated to give methyl 3-(acetylamino)-4′-[2-[benzyl[(2R)-2-hydroxy-2-phenylethyl]amino]ethyl]-4-biphenylcarboxylate (177 mg).

Workup

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with brine
  3. dry with materialdried over magnesium sulfate
  4. customevaporated

Sources & evidence

ORD record
ord-d890fa2610b84dee98851a0141ca83fe
Source dataset
uspto-grants-2008_08
Patent number
US07417060B2

Reaction notes

Loading…