Sodium Hydroxide → HCID 178441619, compound

HRID 1492765Notes

Reaction equation

HRID 1492765 reaction equation
[Br:1][C:2]1[C:6]2[CH:7]=[C:8]([CH2:11][N:12]3[C:16]([C:17]([O:19]CC)=[O:18])=[C:15]([CH2:22][CH2:23][CH3:24])[N:14]=[C:13]3[CH2:25][CH2:26][CH2:27][CH3:28])[CH:9]=[CH:10][C:5]=2[O:4][C:3]=1[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=1[C:35]1[NH:39][N:38]=[N:37][N:36]=1.[OH-].[Na+]>CO.O>[Br:1][C:2]1[C:6]2[CH:7]=[C:8]([CH2:11][N:12]3[C:16]([C:17]([OH:19])=[O:18])=[C:15]([CH2:22][CH2:23][CH3:24])[N:14]=[C:13]3[CH2:25][CH2:26][CH2:27][CH3:28])[CH:9]=[CH:10][C:5]=2[O:4][C:3]=1[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=1[C:35]1[NH:39][N:38]=[N:37][N:36]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 178441616HCID 178441616, compound

Product 1

HCID 178441619HCID 178441619, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolvent2×HCID 962WaterSolvent

Procedure

The product of Example 67 (220 mg) was dissolved in methanol (10 ml). 2N aqueous sodium hydroxide (10 ml) was added followed by methanol (~1 ml) to effect complete dissolution. The mixture was stirred at room temperature for 24 h, diluted with water (20 ml), washed with ether (3×20 ml) and then acidified to pH4 by the dropwise addition of 2N hydrochloric acid. The resultant precipitate was collected, washed with water on the filter pad, and dried in vacuo to give the title compound as a white amorphous solid (0.16 g).

Workup

  1. dissolutiondissolution
  2. washwashed with ether (3×20 ml)
  3. additionacidified to pH4 by the dropwise addition of 2N hydrochloric acid
  4. customThe resultant precipitate was collected
  5. washwashed with water on the filter pad
  6. customdried in vacuo

Sources & evidence

ORD record
ord-6a64565e221b4811ac906f61e69a5e49
Source dataset
uspto-grants-1994_12
Patent number
US05374646

Reaction notes

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