Hydrochloric Acid → HCID 72714576, Verbindung

HRID 57944Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 57944
[OH:1][C:2]1([C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([N:22]3[C:30]4[CH:29]=[C:28]([C:31]5[CH:32]=[N:33][N:34]([CH3:36])[CH:35]=5)[N:27]=[CH:26][C:25]=4[CH:24]=[N:23]3)[N:17]=2)[CH2:8][CH2:7][CH2:6][N:5](C(OC(C)(C)C)=O)[CH2:4][CH2:3]1.Cl>CO>[CH3:36][N:34]1[CH:35]=[C:31]([C:28]2[N:27]=[CH:26][C:25]3[CH:24]=[N:23][N:22]([C:18]4[N:17]=[C:16]([C:2]5([OH:1])[CH2:8][CH2:7][CH2:6][NH:5][CH2:4][CH2:3]5)[CH:21]=[CH:20][CH:19]=4)[C:30]=3[CH:29]=2)[CH:32]=[N:33]1

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 86707129tert-butyl 4-hydroxy-4-(6-(6-(1-methyl-1H-pyrazol-4-yl)-1H-pyrazolo[4,3-c]pyridin-1-yl)pyridin-2-yl)azepane-1-carboxylate

Produkt 1

HCID 72714576HCID 72714576, VerbindungAusbeute 31 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A solution of tert-butyl 4-hydroxy-4-(6-(6-(1-methyl-1H-pyrazol-4-yl)-1H-pyrazolo[4,3-c]pyridin-1-yl)pyridin-2-yl)azepane-1-carboxylate (200 mg, 0.41 mmol) in a solution of HCl in MeOH (2.0 M, 10 mL) was stirred at room temperature for 1 hour, which was monitored by LCMS. After completion of the reaction, the reaction mixture was concentrated under reduced pressure. The crude was purified by reverse phase preparative HPLC to afford 230 as a light yellow solid (30 mg, 31%). 1H NMR (500 MHz, CDCl3) δ (ppm) 9.06 (s, 1H), 8.85 (s, 1H), 8.26 (s, 1H), 8.06 (s, 1H), 8.03 (s, 1H), 7.88-7.89 (d, J=4.5 Hz, 2H), 7.56-7.58 (t, J=9 Hz, 1H), 4.00 (s, 3H), 3.31-3.38 (m, 2H), 3.10-3.13 (t, J=13 Hz, 1H), 2.81-2.83 (t, J=12 Hz, 1H), 2.37-2.46 (m, 3H), 2.10-2.17 (m, 4H), 1.82-1.85 (t, J=14.5 Hz, 1H); MS (ESI) m/z: 390 [M+H]+.

Aufarbeitung

  1. customAfter completion of the reaction
  2. concentrationthe reaction mixture was concentrated under reduced pressure
  3. customThe crude was purified by reverse phase preparative HPLC

Quellen und Nachweise

ORD-Eintrag
ord-ed9aeb3bd52f4c3f8eb1694e75482b26
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09434725B2

Notizen zur Reaktion

Wird geladen…