Diisopropylethylamine → 5-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-6-methoxy-[1,2,4]triazolo[1,5-a]pyridin-2-ylamine

HRID 1054419

Reaktionsgleichung

Reaktionsgleichung von HRID 1054419
Cl.[NH2:2]O.C(N(C(C)C)CC)(C)C.[O:13]1[C:18]2[CH:19]=[CH:20][C:21]([C:23]3[N:28]=[C:27]([NH:29][C:30]([NH:32]C(OCC)=O)=S)[CH:26]=[C:25](OC)[CH:24]=3)=[CH:22][C:17]=2[O:16][CH2:15][CH2:14]1.[CH2:40]([OH:42])C.CO>>[O:13]1[C:18]2[CH:19]=[CH:20][C:21]([C:23]3[N:28]4[N:2]=[C:30]([NH2:32])[N:29]=[C:27]4[CH:26]=[CH:25][C:24]=3[O:42][CH3:40])=[CH:22][C:17]=2[O:16][CH2:15][CH2:14]1

Komponenten

5

Edukt 4

HCID 81531DiisopropylethylamineHCID 443297Hydroxyamine hydrochlorideHCID 18681192Ethanol, mixt. with methanolHCID 866479261-[6-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-4-methoxy-pyridin-2-yl]-3-carboethoxy-thiourea

Produkt 1

HCID 595896845-(2,3-Dihydro-benzo[1,4]dioxin-6-yl)-6-methoxy-[1,2,4]triazolo[1,5-a]pyridin-2-ylamine

Versuchsvorschrift

To a mixture ethanol/methanol (5 mL/5 mL), hydroxylamine hydrochloride (0.47 g, 6.8 mmol) and diisopropylethylamine (0.71 mL, 4.08 mmol) were added successively. The mixture was stirred for 1 hour and 1-[6-(2,3-dihydro-benzo[1,4]dioxin-6-yl)-4-methoxy-pyridin-2-yl]-3-carboethoxy-thiourea was added portionwise. The mixture was refluxed for 3 hours and then allowed to cool to room temperature. The solvent was removed under reduced pressure, and the resulting solid collected by filtration and washed with water followed by methanol. The solid was used without further purification (0.33 g, 80%). LCMS Method: 2: RT: 2.57 min, MI: 299 [M+1].

Aufarbeitung

  1. temperatureThe mixture was refluxed for 3 hours
  2. customThe solvent was removed under reduced pressure
  3. filtrationthe resulting solid collected by filtration
  4. washwashed with water
  5. customThe solid was used without further purification (0.33 g, 80%)

Quellen und Nachweise

ORD-Eintrag
ord-a65c19ed1669487b988de91aebd3f81e
Quelldatensatz
uspto-grants-2016_07
Patentnummer
US09394301B2

Verknüpfte Notizen

Wird geladen…