Ammonia → HCID 22480354, compound

HRID 1594263Notes

Reaction equation

HRID 1594263 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 1 N 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 1 N hydrochloric acid
  3. customdried
  4. concentrationconcentrated
  5. customa rotary evaporator
  6. customThe crude product was recrystallized from isopropanol

Sources & evidence

ORD record
ord-04477f5fa30d4533adc74943fa29e31d
Source dataset
uspto-grants-2007_11
Patent number
US07300950B2

Reaction notes

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