Ammonia → HCID 86689752, Verbindung

HRID 1396425Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1396425
[C:1]([C:5]1[N:10]=[C:9]([NH:11][C:12]2[CH:17]=[C:16]([Cl:18])[N:15]=[N:14][C:13]=2[C:19]([O:21]CC)=O)[CH:8]=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].CO.[NH3:26]>>[C:1]([C:5]1[N:10]=[C:9]([NH:11][C:12]2[CH:17]=[C:16]([Cl:18])[N:15]=[N:14][C:13]=2[C:19]([NH2:26])=[O:21])[CH:8]=[CH:7][CH:6]=1)([CH3:2])([CH3:3])[CH3:4]

Komponenten

4

Edukt 3

HCID 222AmmoniaHCID 887MethanolHCID 86689772HCID 86689772, Verbindung

Produkt 1

HCID 86689752HCID 86689752, VerbindungAusbeute 99,9 %

Versuchsvorschrift

In a 100 mL round bottom flask, ethyl 4-(6-tert-butylpyridin-2-ylamino)-6-chloropyridazine-3-carboxylate (539 mg, 1.61 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 solvents were evaporated and the residue dried in high vacuum to give clean 4-(6-tert-butylpyridin-2-ylamino)-6-chloropyridazine-3-carboxamide (492 mg, 99.9% yield) as an off-white solid. 1H NMR (DMSO-d6) δ: 11.94 (s, 1H), 9.23 (s, 1H), 8.84 (s, 1H), 8.19 (s, 1H), 7.74 (t, J=7.9 Hz, 1H), 7.14 (d, J=7.6 Hz, 1H), 6.92 (d, J=7.9 Hz, 1H), 1.34 (s, 9H); LC-MS 306.1, 308.1 [M+H]+.

Aufarbeitung

  1. customSealed
  2. customThe solvents were evaporated
  3. customthe residue dried in high vacuum

Quellen und Nachweise

ORD-Eintrag
ord-00b3777174ab4b0b8db1495ebdfceddf
Quelldatensatz
uspto-grants-2014_12
Patentnummer
US08901124B2

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