Sodium Methoxide → HCID 9798918, compound

HRID 2307854Notes

Reaction equation

HRID 2307854 reaction equation
C[O-].[Na+].[Cl-].[F:5][C:6]1[CH:24]=[CH:23][CH:22]=[CH:21][C:7]=1[CH2:8][N:9]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11]([C:18]([NH2:20])=[NH2+:19])=[N:10]1.[CH:25]1([C:28](=[CH:31]N(C)C)[C:29]#[N:30])[CH2:27][CH2:26]1>CO>[NH2:30][C:29]1[C:28]([CH:25]2[CH2:27][CH2:26]2)=[CH:31][N:20]=[C:18]([C:11]2[C:12]3[C:17](=[CH:16][CH:15]=[CH:14][CH:13]=3)[N:9]([CH2:8][C:7]3[CH:21]=[CH:22][CH:23]=[CH:24][C:6]=3[F:5])[N:10]=2)[N:19]=1

Participants

5

Reactant 3

HCID 10942334Sodium MethoxideHCID 114039631-(2-fluorobenzyl)-1H-indazole-3-carboximidamide hydrochlorideHCID 53929931HCID 53929931, compound

Product 1

HCID 9798918HCID 9798918, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Under argon 1.08 g (6.00 mmol) of a solution of sodium methoxide (30 per cent in methanol) were admixed with 15 ml of abs. methanol and 1.83 g (6.00 mmol) of 1-(2-fluorobenzyl)indazol-3-amidinium chloride from Example X. The mixture was stirred at room temperature for 5 minutes, after which 816 mg (6.00 mmol) of 2-cyclopropyl-3-dimethylaminoacrylonitrile from Example II were added, and the mixture was heated under reflux overnight. After cooling to room temperature, the precipitate was filtered off with suction and stirred in pentane. Once more, the precipitate was filtered off with suction and dried under high vacuum, giving the product in the form of a virtually white solid.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux overnight
  3. temperatureAfter cooling to room temperature
  4. filtrationthe precipitate was filtered off with suction
  5. stirringstirred in pentane
  6. filtrationOnce more, the precipitate was filtered off with suction
  7. customdried under high vacuum
  8. customgiving the product in the form of a virtually white solid

Sources & evidence

ORD record
ord-1ce6a7db6b364c6cb8da490cf4c60a80
Source dataset
uspto-grants-2004_12
Patent number
US06833364B1

Reaction notes

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