Sodium Hydroxide → HCID 135815250, compound

HRID 1977623Notes

Reaction equation

HRID 1977623 reaction equation
[C:1]([C:4]1[N:8]([CH3:9])[N:7]=[C:6]([CH2:10][CH2:11][CH3:12])[C:5]=1[NH:13][C:14](=O)[CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[O:22][CH3:23])(=[O:3])[NH2:2].[OH-].[Na+]>>[CH3:23][O:22][C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=1[CH2:15][C:14]1[NH:2][C:1](=[O:3])[C:4]2[N:8]([CH3:9])[N:7]=[C:6]([CH2:10][CH2:11][CH3:12])[C:5]=2[N:13]=1

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 21995129HCID 21995129, compound

Product 1

HCID 135815250HCID 135815250, compound

Conditions

Temperature
150 °C

Procedure

N-(5-carbamoyl-1-methyl-3-propyl-1H-4-pyrazolyl)-2-(2-methoxyphenyl)acetamide (750 mg, 0.00228 mol) was suspended in polyphosphoric acid (10 ml) and heated under nitrogen at 150° C. for 4 hours. On cooling, the solution was added to ice and the pH adjusted to 5 with aqueous 10N sodium hydroxide solution. The aqueous phase was extracted with dichloromethane (3×10 ml), the organic extracts combined, dried (MgSO4), filtered and concentrated under reduced pressure.

Workup

  1. temperatureOn cooling
  2. additionthe solution was added to ice
  3. extractionThe aqueous phase was extracted with dichloromethane (3×10 ml)
  4. dry with materialdried (MgSO4)
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-6e4cf8615fe64a3fa67f14b9867d022d
Source dataset
uspto-grants-2001_05
Patent number
US06235742B1

Reaction notes

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