Ammonia → HCID 22480354, compound

HRID 1275712Notes

Reaction equation

HRID 1275712 reaction equation
[NH3:1].[CH2:2]([N:9]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11]([C:18]2[O:19][C:20]([C:23](Cl)=[O:24])=[CH:21][CH:22]=2)=[N:10]1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1>C1COCC1>[CH2:2]([N:9]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11]([C:18]2[O:19][C:20]([C:23](=[O:24])[NH2:1])=[CH:21][CH:22]=2)=[N:10]1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 222Ammonia2×HCID 22480358HCID 22480358, compound

Product 1

HCID 22480354HCID 22480354, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

With simultaneous introduction of ammonia, a solution of 0.8 g (2.4 mmol) of 1-benzyl-3-(5-chlorocarbonyl-2-furyl)indazole in 10 ml of THF was added dropwise to 25 ml of a saturated solution of ammonia in THF. After 45 min, the mixture was poured into ice-water and extracted with ethyl acetate, and the organic phase was washed with 1N hydrochloric acid, dried and concentrated using a rotary evaporator. The crude product was recrystallized from isopropanol. This gave 0.29 g (38%) of the title compound. m.p.: 259° C.

Workup

  1. extractionextracted with ethyl acetate
  2. washthe organic phase was washed with 1N hydrochloric acid
  3. customdried
  4. concentrationconcentrated
  5. customa rotary evaporator
  6. customThe crude product was recrystallized from isopropanol

Sources & evidence

ORD record
ord-4dab5ddbc1744e228eee2ef508ba8fca
Source dataset
uspto-grants-2000_12
Patent number
US06162819

Reaction notes

Loading…