Hydrochloric Acid → HCID 15840364, compound

HRID 1935653Notes

Reaction equation

HRID 1935653 reaction equation
[N:1]([CH2:4][C:5]1[O:9][C:8]([C:10]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[N:12]([CH2:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[N:11]=2)=[CH:7][CH:6]=1)=[N+]=[N-].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.O.Cl>C1COCC1.CCOCC>[NH2:1][CH2:4][C:5]1[O:9][C:8]([C:10]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[N:12]([CH2:19][C:20]3[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=3)[N:11]=2)=[CH:7][CH:6]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 11776TriphenylphosphineHCID 15840363HCID 15840363, compound

Product 1

HCID 15840364HCID 15840364, compoundYield 0.1%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 8028TetrahydrofuranSolvent

Procedure

121.5 mg of 3-(5-azidomethylfuran-2-yl)-1-benzyl-indazole (0,369 mmol) and 102 mg of triphenylphosphine (0.389 mmol) were stirred in 1 ml of THF for 3.5 hours. 10 μl of water were then added. After 24 hours, ether and aqueous HCl, 0.3M, were added to the reaction mixture. The solid which had been filtered off and the aqueous phase were combined, rendered alkaline with NaOH, 2M, and extracted with ether. The organic phase was washed with a little water and then with a sodium chloride solution, dried over sodium sulphate and concentrated. 79.9 mg of a yellow oil were obtained.

Workup

  1. filtrationThe solid which had been filtered off
  2. extractionextracted with ether
  3. washThe organic phase was washed with a little water
  4. dry with materialwith a sodium chloride solution, dried over sodium sulphate
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-ea41d5fa8de847e5ad41f0f4cb7c760e
Source dataset
uspto-grants-2002_05
Patent number
US06387940B1

Reaction notes

Loading…