Methanol → HCID 178521002, Verbindung

HRID 931293Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 931293
[NH2:1][C:2]1[C:7]([NH:8][C:9]([C:11]2([C:14]3[CH:19]=[N:18][CH:17]=[CH:16][N:15]=3)[CH2:13][CH2:12]2)=O)=[CH:6][CH:5]=[C:4]([N:20]2[CH2:25][CH2:24][CH2:23][C@@H:22]([C:26]([N:28]3[CH2:32][CH2:31][CH2:30][CH2:29]3)=[O:27])[CH2:21]2)[N:3]=1.CO.C[O-].[Na+]>C(O)C(C)C>[N:15]1[CH:16]=[CH:17][N:18]=[CH:19][C:14]=1[C:11]1([C:9]2[NH:1][C:2]3=[N:3][C:4]([N:20]4[CH2:25][CH2:24][CH2:23][C@@H:22]([C:26]([N:28]5[CH2:32][CH2:31][CH2:30][CH2:29]5)=[O:27])[CH2:21]4)=[CH:5][CH:6]=[C:7]3[N:8]=2)[CH2:13][CH2:12]1

Komponenten

5

Edukt 3

HCID 887MethanolHCID 10942334Sodium MethoxideHCID 117966520HCID 117966520, Verbindung

Produkt 1

HCID 178521002HCID 178521002, VerbindungAusbeute 20,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6560IsobutanolLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

To a solution of (R)—N-(2-amino-6-(3-(pyrrolidine-1-carbonyl)piperidin-1-yl)pyridin-3-yl)-1-(pyrazin-2-yl)cyclopropanecarboxamide (0.1 g, 0.22 mmol) in anhydrous methanol (0.072 mL, 1.78 mmol) was added sodium methoxide (54 mg, 1.1 mmol) and isobutanol (3.5 mL). The reaction mixture was heated at 100° C. for 18 h. The solvent was removed under reduced pressure and the crude material was purified via preparative TLC to afford the title compound (19 mg). MS (ES+APCI) (M+H) 418.1; LCMS retention time 4.792 min (Method R1).

Aufarbeitung

  1. customThe solvent was removed under reduced pressure
  2. customthe crude material was purified via preparative TLC

Quellen und Nachweise

ORD-Eintrag
ord-15fe885cdafb4c3b8b422ddcbe7ce2ad
Quelldatensatz
uspto-grants-2016_03
Patentnummer
US09296745B2

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