Sodium t-butoxide → HCID 57717605, compound

HRID 1984372Notes

Reaction equation

HRID 1984372 reaction equation
[CH2:1]([N:8]1[C:12]([CH3:13])=[C:11]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[NH:20]C(=O)C(C)(C)C)[C:10]([C:27]#[N:28])=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CC(C)([O-])C.[Na+]>C(O)C>[CH2:1]([N:8]1[C:12]([CH3:13])=[C:11]2[C:10]([C:27]([NH2:28])=[N:20][C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=32)=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 23676156Sodium t-butoxideHCID 66958580HCID 66958580, compound

Product 1

HCID 57717605HCID 57717605, compoundYield 71.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of N-[2-(1-benzyl-3-cyano-5-methyl-1H-pyrazol4-yl)phenyl]-2,2-dimethylpropanamide (2.40 g, 6.44 mmol) and sodium tert-butoxide (0.743 g, 7.73 mmol) in ethanol (28 mL) was heated at reflux for 1 day, then was allowed to cool to ambient temperature. A precipitate formed that was isolated by filtration and washed with water followed by water/ethanol (8:1) to provide 1.33 g of 2-benzyl-1-methyl-2H-pyrazolo[3,4-c]quinolin-4-amine as a white powder, mp>250° C.

Workup

  1. temperatureat reflux for 1 day
  2. customA precipitate formed
  3. customthat was isolated by filtration
  4. washwashed with water

Sources & evidence

ORD record
ord-6481e721d91d403e9ff6febfa39c33b3
Source dataset
uspto-grants-2009_06
Patent number
US07544697B2

Reaction notes

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