Ammonia → HCID 135845057, compound

HRID 2097421Notes

Reaction equation

HRID 2097421 reaction equation
ClCCl.[F:4][CH:5]([F:35])[O:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]2[N:22](COCC[Si](C)(C)C)[C:16]3[CH:17]=[N:18][NH:19][C:20](=[O:21])[C:15]=3[CH:14]=2)=[CH:9][C:8]=1[O:31][CH:32]([CH3:34])[CH3:33].N>CO>[F:35][CH:5]([F:4])[O:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]2[NH:22][C:16]3[CH:17]=[N:18][NH:19][C:20](=[O:21])[C:15]=3[CH:14]=2)=[CH:9][C:8]=1[O:31][CH:32]([CH3:33])[CH3:34]

Participants

5

Reactant 3

HCID 222AmmoniaHCID 6344DichloromethaneHCID 66603131HCID 66603131, compound

Product 1

HCID 135845057HCID 135845057, compoundYield 42%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To 2 ml of dichloromethane solution containing 99 mg (0.21 mmol) of 2-(4-difluoromethoxy-3-isopropoxyphenyl)-1-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]-pyridazin-4-one obtained in Example 39-(a) was added 0.1 ml of boron trifluoride diethyl ether complex under ice-cooling, and the mixture was reacted at room temperature for 3 hours. After completion of the reaction, methanol and 28% aqueous ammonia were added to the solid obtained by filtrating the reaction suspension, and the mixture was stirred at room temperature for 12 hours. Then, the solution was concentrated under reduced pressure, and the obtained solid was washed with chloroform and dried under reduced pressure to obtain 29 mg of the title compound as a white solid. (Yield: 42%)

Workup

  1. additionwas added 0.1 ml of boron trifluoride diethyl ether complex under ice-
  2. temperaturecooling
  3. customthe mixture was reacted at room temperature for 3 hours
  4. additionwere added to the solid
  5. customobtained
  6. filtrationby filtrating the reaction suspension
  7. concentrationThen, the solution was concentrated under reduced pressure
  8. washthe obtained solid was washed with chloroform
  9. customdried under reduced pressure

Sources & evidence

ORD record
ord-131c7765f5f04302b89c822c80284073
Source dataset
uspto-grants-2013_05
Patent number
US08450319B2

Reaction notes

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