Hydrochloric Acid → 4-[4-(1-benzofuran-5-yl)phenyl]-5-[(3S)-3-pyrrolidinylmethyl]-2,4-dihydro-3H-1,2,4-triazol-3-one hydrochloride

HRID 525167Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 525167
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10]3[CH:15]=[CH:14][C:13]([N:16]4[C:20](=[O:21])[NH:19][N:18]=[C:17]4[CH2:22][C@@H:23]4[CH2:27][CH2:26][N:25](C(OC(C)(C)C)=O)[CH2:24]4)=[CH:12][CH:11]=3)=[CH:9][C:4]=2[CH:3]=[CH:2]1.O1CCOCC1.[ClH:41]>>[ClH:41].[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10]3[CH:15]=[CH:14][C:13]([N:16]4[C:17]([CH2:22][C@@H:23]5[CH2:27][CH2:26][NH:25][CH2:24]5)=[N:18][NH:19][C:20]4=[O:21])=[CH:12][CH:11]=3)=[CH:9][C:4]=2[CH:3]=[CH:2]1

Komponenten

4

Edukt 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 67376548tert-butyl (3S)-3-({4-[4-(1-benzofuran-5-yl)phenyl]-5-oxo-4,5-dihydro-1H-1,2,4-triazol-3-yl}methyl)pyrrolidine-1-carboxylate

Produkt 1

HCID 673758814-[4-(1-benzofuran-5-yl)phenyl]-5-[(3S)-3-pyrrolidinylmethyl]-2,4-dihydro-3H-1,2,4-triazol-3-one hydrochlorideAusbeute 96 %

Versuchsvorschrift

In a round bottom flask under nitrogen, a yellow mixture of tert-butyl (3S)-3-({4-[4-(1-benzofuran-5-yl)phenyl]-5-oxo-4,5-dihydro-1H-1,2,4-triazol-3-yl}methyl)pyrrolidine-1-carboxylate (2.58 g, 5.60 mmol) in 4M HCl in dioxane (1.40 mL, 5.60 mmol) was stirred at room temperature for 30 min. The reaction mixture was concentrated in vacuo. Ethanol (300 mL) was added to the flask and the solvent was removed by concentration in vacuo to give the title compound as a cream coloured solid (2.14 g, 96%). MS(ES)+ m/e 361.1 [M+H]+.

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. additionEthanol (300 mL) was added to the flask
  3. customthe solvent was removed by concentration in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-286bb7e22e26454cb1e8246cbf6c7599
Quelldatensatz
uspto-grants-2016_05
Patentnummer
US09340529B2

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