Sodium Hydroxide → HCID 10048776, compound

HRID 1886465Notes

Reaction equation

HRID 1886465 reaction equation
[C:1]([C:5]1[CH:34]=[CH:33][CH:32]=[CH:31][C:6]=1[CH2:7][N:8]1[C:16]2[C:11](=[CH:12][C:13]([CH2:17][N:18]3[C:22]4=[N:23][C:24]([CH3:28])=[CH:25][C:26]([CH3:27])=[C:21]4[N:20]=[C:19]3[CH2:29][CH3:30])=[CH:14][CH:15]=2)[CH:10]=[CH:9]1)([O:3]C)=[O:2].[OH-].[Na+]>CO>[C:1]([C:5]1[CH:34]=[CH:33][CH:32]=[CH:31][C:6]=1[CH2:7][N:8]1[C:16]2[C:11](=[CH:12][C:13]([CH2:17][N:18]3[C:22]4=[N:23][C:24]([CH3:28])=[CH:25][C:26]([CH3:27])=[C:21]4[N:20]=[C:19]3[CH2:29][CH3:30])=[CH:14][CH:15]=2)[CH:10]=[CH:9]1)([OH:3])=[O:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 11744592HCID 11744592, compound

Product 1

HCID 10048776HCID 10048776, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 75 mg (0.17 mmol) of the product of Example 14, Step B in 3 mL of methanol was added 2.0 mL of 1N NaOH. The mixture was stirred for 16 hours. The volatiles were removed in vacuo and the water removed azeotropically with toluene. The clear oil was flash chromatographed with 80:20:2 CHCl3 /methanol/NH4OH to yield the titled compound (58 mg, 80%).

Workup

  1. customThe volatiles were removed in vacuo
  2. customthe water removed azeotropically with toluene
  3. customchromatographed with 80:20:2 CHCl3 /methanol/NH4OH

Sources & evidence

ORD record
ord-cfd3fabb2d574de79f4d285b79c3db50
Source dataset
uspto-grants-1992_09
Patent number
US05151435

Reaction notes

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