Ethanol → HCID 10111379, compound

HRID 2120681Notes

Reaction equation

HRID 2120681 reaction equation
C(O[C:4](=O)[C@H:5]([C:24]1C=NC(C)=NC=1)[CH2:6][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-:32].[Na+].[CH2:34]([OH:36])[CH3:35]>>[CH3:16][C:17]1[N:23]=[CH:4][C:5]([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)[CH2:35][C:34]([OH:32])=[O:36])=[CH:24][N:18]=1

Participants

4

Reactant 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 69883122HCID 69883122, compound

Product 1

HCID 10111379HCID 10111379, compound

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-dd6b5e3211ac4f8ba682bd79072e6057
Source dataset
uspto-grants-2004_02
Patent number
US06693101B2

Reaction notes

Loading…