Sodium Bicarbonate → HCID 90017711, Verbindung

HRID 1055004Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1055004
[CH2:1]([C:3]1[C:4]([NH:10][NH:11][C:12](=O)[CH2:13][CH2:14][C:15]2[N:19]([CH3:20])[N:18]=[C:17]([N:21]3[CH2:25][CH2:24][CH2:23][CH2:22]3)[N:16]=2)=[N:5][C:6]([CH3:9])=[N:7][CH:8]=1)[CH3:2].CC[N+](S(N=C(OC)[O-])(=O)=O)(CC)CC.C(=O)(O)[O-].[Na+]>O1CCCC1>[CH2:1]([C:3]1[C:4]2[N:5]([C:12]([CH2:13][CH2:14][C:15]3[N:19]([CH3:20])[N:18]=[C:17]([N:21]4[CH2:25][CH2:24][CH2:23][CH2:22]4)[N:16]=3)=[N:11][N:10]=2)[C:6]([CH3:9])=[N:7][CH:8]=1)[CH3:2]

Komponenten

5

Edukt 3

HCID 516892Sodium BicarbonateHCID 2724994Methyl N-(triethylammoniosulfonyl)carbamateHCID 90017038HCID 90017038, Verbindung

Produkt 1

HCID 90017711HCID 90017711, VerbindungAusbeute 128,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

N′-(5-Ethyl-2-methylpyrimidin-4-yl)-3-(1-methyl-3-(pyrrolidin-1-yl)-1H-1,2,4-triazol-5-yl)propanehydrazide (56.6 mg, 158 μmol) in tetrahydrofuran (4 ml) was added to Burgess reagent (155 mg, 632 μmol). The mixture was heated in a sealed tube at 80° C. for 1 h. Saturated sodium bicarbonate solution was added and extracted with dichloromethane. The organic layers were dried over sodium sulfate and concentrated to an oil to afford the desired product (69 mg) as a yellow solid which was used without further purification in the next step. MS: m/z=341.2 (M+H+)

Aufarbeitung

  1. extractionextracted with dichloromethane
  2. dry with materialThe organic layers were dried over sodium sulfate
  3. concentrationconcentrated to an oil

Quellen und Nachweise

ORD-Eintrag
ord-922df7ab2a5d4cf6bd9ed24684fec3b8
Quelldatensatz
uspto-grants-2016_07
Patentnummer
US09394311B2

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