Sodium Hydroxide → HCID 58961580, compound

HRID 916953Notes

Reaction equation

HRID 916953 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9]([C:27]3[CH:32]=[CH:31][C:30]([Cl:33])=[CH:29][C:28]=3[Cl:34])=[N:10][C:11]([O:18][C:19]3[CH:24]=[CH:23][C:22]([F:25])=[C:21]([F:26])[CH:20]=3)=[C:12]([CH:17]=2)[C:13]([O:15]C)=[O:14])=[CH:4][CH:3]=1.[OH-].[Na+]>CO>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[C:9]([C:27]3[CH:32]=[CH:31][C:30]([Cl:33])=[CH:29][C:28]=3[Cl:34])=[N:10][C:11]([O:18][C:19]3[CH:24]=[CH:23][C:22]([F:25])=[C:21]([F:26])[CH:20]=3)=[C:12]([CH:17]=2)[C:13]([OH:15])=[O:14])=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 58961584HCID 58961584, compound

Product 1

HCID 58961580HCID 58961580, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

To a dried round bottom flask was added methanol (12 mL), the product of Example 84 (0.630 g; 1.21 mmol), and 3N aq. NaOH (2.42 mL, 7.26 mmol). The reaction mixture was heated at 50° C. and stirred for 2 hours. The reaction mixture was allowed to cool to room temperature. The methanol was removed in vacuo. The pH of the reaction mixture was adjusted with 2N aq. HCl solution to pH=5-6, and it was extracted with methylene chloride (5×). The combined extracts were dried (Na2SO4), filtered, and concentrated in vacuo to afford the desired product: m/e=508 (M+3); Rt=4.29 min on LCMS.

Workup

  1. temperatureto cool to room temperature
  2. customThe methanol was removed in vacuo
  3. extractionwas extracted with methylene chloride (5×)
  4. dry with materialThe combined extracts were dried (Na2SO4)
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-878b443b34444ab08f75bbae8a87a734
Source dataset
uspto-grants-2007_09
Patent number
US07271266B2

Reaction notes

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