Water → HCID 14822502, compound

HRID 2073786Notes

Reaction equation

HRID 2073786 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]=[C:8]1[N:13]([CH3:18])[N:14]=[C:15]([C:16]#[N:17])[C:7]1=[CH:6]2.[OH2:19]>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]=[C:8]1[N:13]([CH3:18])[N:14]=[C:15]([C:16]([NH2:17])=[O:19])[C:7]1=[CH:6]2

Participants

3

Reactant 2

HCID 962WaterHCID 14822500HCID 14822500, compound

Product 1

HCID 14822502HCID 14822502, compound

Procedure

A mixture of 6.20 g 6-methoxy-1-methyl-1H-pyrazolo[3,4-b]quinoline-3-carbonitrile (Example 33), 250 ml water and 13.5 ion exchange resin (Amberlite IRA-100, OH- form) was stirred and heated at reflux until hydrolysis was complete. The product was isolated and recrystallized from ethyl acetate-hexane to give 2.7 g 6-methoxy-1-methyl-1H-pyrazolo[3,4-b]quinoline-3-carboxamide, yellow solid, m.p. 268°-270° C.

Workup

  1. temperatureheated
  2. temperatureat reflux until hydrolysis
  3. customThe product was isolated
  4. customrecrystallized from ethyl acetate-hexane

Sources & evidence

ORD record
ord-fd67422d512444459019c5c76b03d46e
Source dataset
uspto-grants-1990_04
Patent number
US04920128

Reaction notes

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