Sodium Hydroxide → HCID 18965325, compound

HRID 2226454Notes

Reaction equation

HRID 2226454 reaction equation
[CH2:1]([N:8]1[CH2:12][CH2:11][CH:10]([CH2:13][C:14]2[C:22]3[C:17](=[CH:18][CH:19]=[C:20]([C:23]#[N:24])[CH:21]=3)[NH:16][CH:15]=2)[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-:25].[Na+]>>[CH2:1]([N:8]1[CH2:12][CH2:11][CH:10]([CH2:13][C:14]2[C:22]3[C:17](=[CH:18][CH:19]=[C:20]([C:23]([NH2:24])=[O:25])[CH:21]=3)[NH:16][CH:15]=2)[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 18965360HCID 18965360, compound

Product 1

HCID 18965325HCID 18965325, compound

Procedure

0.47 mmol of the compound obtained in Example 14 and 1 g of polyphosphoric acid are heated at 85° C. for 90 minutes. The combined mixture is then hydrolyzed with a water/ice mixture and the pH of this solution brought to 11-12 using concentrated sodium hydroxide solution. After extraction with a chloroform/methanol (80/15) mixture, drying and evaporation, the expected product is purified by chromatography on a silica column, using a THF/hexane/methanol/aqueous ammonia (80/18/2/0.2) mixture as solvent.

Workup

  1. extractionAfter extraction with a chloroform/methanol (80/15) mixture
  2. customdrying
  3. customevaporation
  4. customthe expected product is purified by chromatography on a silica column

Sources & evidence

ORD record
ord-f795e693b19e42f9abe6256cadffc72e
Source dataset
uspto-grants-1994_09
Patent number
US05348968

Reaction notes

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