Ammonia → HCID 86689794, Verbindung

HRID 1396458Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1396458
[Cl:1][C:2]1[N:7]=[N:6][C:5]([C:8](OCC)=[O:9])=[C:4]([NH:13][C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([C:20]([C:23]#[N:24])([CH3:22])[CH3:21])[N:15]=2)[CH:3]=1.CO.[NH3:27]>>[Cl:1][C:2]1[N:7]=[N:6][C:5]([C:8]([NH2:27])=[O:9])=[C:4]([NH:13][C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([C:20]([C:23]#[N:24])([CH3:22])[CH3:21])[N:15]=2)[CH:3]=1

Komponenten

4

Edukt 3

HCID 222AmmoniaHCID 887MethanolHCID 86689793Ethyl 6-chloro-4-(6-(2-cyanopropan-2-yl)pyridin-2-ylamino)pyridazine-3-carboxylate

Produkt 1

HCID 86689794HCID 86689794, VerbindungAusbeute 80,1 %

Versuchsvorschrift

In a 50 mL round bottom flask, ethyl 6-chloro-4-(6-(2-cyanopropan-2-yl)pyridin-2-ylamino)pyridazine-3-carboxylate (792 mg, 2.29 mmol) was suspended in ammonia 7M in methanol (7.87 g, 10.0 mL, 70.0 mmol). Sealed and stirred at room temperature for 18 h. The abundant solid formed during the reaction was separated by filtration, filter cake rinsed with fresh methanol and dried in high vacuum to give clean 6-chloro-4-(6-(2-cyanopropan-2-yl)pyridin-2-ylamino)pyridazine-3-carboxamide (581 mg, 80.1% yield) as an off-white solid. 1H NMR (DMSO-d6) δ: 12.14 (s, 1H), 9.22 (s, 1H), 8.89 (s, 1H), 8.23 (s, 1H), 7.87 (t, J=7.9 Hz, 1H), 7.27 (d, J=7.6 Hz, 1H), 7.10 (d, J=7.9 Hz, 1H), 1.73 (s, 6H); LC-MS 316.9 [M+H]+.

Aufarbeitung

  1. customSealed
  2. customThe abundant solid formed during the reaction
  3. customwas separated by filtration
  4. filtrationfilter cake
  5. washrinsed with fresh methanol
  6. customdried in high vacuum

Quellen und Nachweise

ORD-Eintrag
ord-6c1911919f944582bb509516214b6a9b
Quelldatensatz
uspto-grants-2014_12
Patentnummer
US08901124B2

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