Tetrahydrofuran → {[7-(3-Chlorophenyl)-1-oxo-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazin-4-yl]methyl}carbamic azide

HRID 711404Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 711404
[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[CH:9]=[C:10]3[C:15](=[O:16])[NH:14][CH2:13][CH:12]([CH2:17]C(O)=O)[N:11]3[CH:21]=2)[CH:5]=[CH:6][CH:7]=1.[N-:22]=[N+:23]=[N-:24].[Na+].C1C=CC(P([N:40]=[N+]=[N-])(C2C=CC=CC=2)=O)=CC=1.C1[CH2:47][O:46]CC1>>[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[CH:9]=[C:10]3[C:15](=[O:16])[NH:14][CH2:13][CH:12]([CH2:17][NH:40][C:47]([N:22]=[N+:23]=[N-:24])=[O:46])[N:11]3[CH:21]=2)[CH:5]=[CH:6][CH:7]=1

Komponenten

5

Edukt 4

HCID 8028TetrahydrofuranHCID 33557Sodium AzideHCID 199401P,P-Diphenylphosphinic azideHCID 56766546[7-(3-Chlorophenyl)-1-oxo-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazin-4-yl]acetic acid

Produkt 1

HCID 86732553{[7-(3-Chlorophenyl)-1-oxo-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazin-4-yl]methyl}carbamic azide

Versuchsvorschrift

100 mg (0.328 mmol) of [7-(3-chlorophenyl)-1-oxo-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazin-4-yl]acetic acid and NaN3 (664 mg, 0.98 mmol) were suspended in 10 ml of dry THF, 108 mg of DPPA (0.394 mmol) was added. The mixture was stirred at room temperature for 18 h. The volatiles were removed under vacuo and the residue was purified by flash chromatography (DCM/EtOAc/EtOH 6/3/1) to give the desired compound and a secondary compound.

Aufarbeitung

  1. customThe volatiles were removed under vacuo
  2. customthe residue was purified by flash chromatography (DCM/EtOAc/EtOH 6/3/1)

Quellen und Nachweise

ORD-Eintrag
ord-af6b37648428426d9d473f99bfa879ec
Quelldatensatz
uspto-grants-2015_11
Patentnummer
US09181258B2

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