HCID 90199358, compound → HCID 71239428, compound

HRID 1508263Notes

Reaction equation

HRID 1508263 reaction equation
C([O:4][CH2:5][C:6]1[CH:11]=[C:10]([Cl:12])[CH:9]=[C:8]([Cl:13])[C:7]=1[CH2:14][C:15]([NH:17][CH:18]1[C:26]2[C:21](=[N:22][CH:23]=[CH:24][CH:25]=2)[O:20][CH2:19]1)=[O:16])(=O)C>C1COCC1.[OH-].[Na+].CCOC(C)=O>[Cl:13][C:8]1[CH:9]=[C:10]([Cl:12])[CH:11]=[C:6]([CH2:5][OH:4])[C:7]=1[CH2:14][C:15]([NH:17][CH:18]1[C:26]2[C:21](=[N:22][CH:23]=[CH:24][CH:25]=2)[O:20][CH2:19]1)=[O:16]

Participants

5

Reactant 1

HCID 90199358HCID 90199358, compound

Product 1

HCID 71239428HCID 71239428, compound

Reagents, catalysts & solvents 3

HCID 8028TetrahydrofuranSolventHCID 8857Ethyl AcetateSolventHCID 14798Sodium HydroxideSolvent

Conditions

Temperature
30 °C

Procedure

A mixture of rac-3,5-dichloro-2-(2-((2,3-dihydrofuro[2,3-b]pyridin-3-yl)amino)-2-oxoethyl)benzyl acetate (0.097 mmol) in 0.5 mL THF and 0.24 mL of 2M NaOH solution was stirred at 30° C. for 3 h. The reaction mixture was diluted with EtOAc and washed with water and brine. The organic layer was dried over MgSO4 and concentrated in vacuo to give the desired compound as white solid.

Workup

  1. washwashed with water and brine
  2. dry with materialThe organic layer was dried over MgSO4
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-d59f5a1544674286827104e0eb83d5ea
Source dataset
uspto-grants-2015_12
Patent number
US09221832B2

Reaction notes

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