Sodium Hydroxide → HCID 10111379, compound

HRID 860071Notes

Reaction equation

HRID 860071 reaction equation
C([O:3][C:4](=[O:31])[CH2:5][C@@H:6]([C:24]1[CH:25]=[N:26][C:27]([CH3:30])=[N:28][CH:29]=1)[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]1[CH:14]=[CH:15][C:16]2[CH2:22][CH2:21][CH2:20][CH2:19][NH:18][C:17]=2[N:23]=1)C.[OH-].[Na+]>C(O)C>[CH3:30][C:27]1[N:26]=[CH:25][C:24]([C@@H:6]([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]2[CH:14]=[CH:15][C:16]3[CH2:22][CH2:21][CH2:20][CH2:19][NH:18][C:17]=3[N:23]=2)[CH2:5][C:4]([OH:31])=[O:3])=[CH:29][N:28]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 58765553HCID 58765553, compound

Product 1

HCID 10111379HCID 10111379, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of 8-14 (0.50 g, 1.36 mmol) in ethanol (10 mL) was added 1N NaOH (1.5 mL), and the mixture stirred at 50° C. for 30 minutes, then concentrated. The residue was chromatographed on silica gel (25:10:1:1 to 15:10:1:1 EtOAc/EtOH/NH4OH/H2O) to give 8-15 as a yellow solid.

Workup

  1. concentrationconcentrated
  2. customThe residue was chromatographed on silica gel (25:10:1:1 to 15:10:1:1 EtOAc/EtOH/NH4OH/H2O)

Sources & evidence

ORD record
ord-ae10dfe178fa4c6b96d2a3b26308794f
Source dataset
uspto-grants-2006_12
Patent number
US07153862B2

Reaction notes

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