Water → HCID 22351063, compound

HRID 896503Notes

Reaction equation

HRID 896503 reaction equation
[N:1]1([CH2:10][CH2:11][O:12][C:13]2[CH:28]=[CH:27][C:16]([CH2:17][CH:18]([C:23]([O:25]C)=[O:24])[C:19]([O:21]C)=[O:20])=[CH:15][CH:14]=2)[C:5]2=[N:6][CH:7]=[CH:8][CH:9]=[C:4]2[CH:3]=[CH:2]1.C1COCC1.O.[OH-].[Na+]>CO>[N:1]1([CH2:10][CH2:11][O:12][C:13]2[CH:28]=[CH:27][C:16]([CH2:17][CH:18]([C:23]([OH:25])=[O:24])[C:19]([OH:21])=[O:20])=[CH:15][CH:14]=2)[C:5]2=[N:6][CH:7]=[CH:8][CH:9]=[C:4]2[CH:3]=[CH:2]1

Participants

6

Reactant 4

HCID 962WaterHCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 10293251HCID 10293251, compound

Product 1

HCID 22351063HCID 22351063, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The compound obtained in Example 30 (274 mg) is dissolved in 5 ml of methanol, 2.5 ml of THF and 5 ml of water. A 2M solution of sodium hydroxide is added (1.8 ml) and the reaction mixture is stirred for 4 days at ambient temperature. The solvents are then evaporated off under reduced pressure, and the resulting residue is taken up in water and extracted with ethyl acetate. The aqueous phase is cooled to 0° C. and acidified with a 2M hydrochloric acid solution, and the resulting solid is filtered off.

Workup

  1. customThe solvents are then evaporated off under reduced pressure
  2. extractionextracted with ethyl acetate
  3. temperatureThe aqueous phase is cooled to 0° C.
  4. filtrationthe resulting solid is filtered off

Sources & evidence

ORD record
ord-9c46116e097742f8b68a9cba7adea25e
Source dataset
uspto-grants-2005_07
Patent number
US06919362B2

Reaction notes

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