HCID 49779378, Verbindung → HCID 59455051, Verbindung

HRID 1400521Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1400521
[CH:1]([C:4]1[CH:5]=[CH:6][C:7]2[C:8]3[CH2:26][N:25]([CH3:27])[CH2:24][CH2:23][C:9]=3[N:10]([CH2:13][C:14]([C:17]3[CH:22]=[CH:21][N:20]=[CH:19][CH:18]=3)(O)[CH3:15])[C:11]=2[CH:12]=1)([CH3:3])[CH3:2]>O=S(Cl)Cl>[CH:1]([C:4]1[CH:5]=[CH:6][C:7]2[C:8]3[CH2:26][N:25]([CH3:27])[CH2:24][CH2:23][C:9]=3[N:10](/[CH:13]=[C:14](/[C:17]3[CH:22]=[CH:21][N:20]=[CH:19][CH:18]=3)\[CH3:15])[C:11]=2[CH:12]=1)([CH3:3])[CH3:2]

Komponenten

3

Edukt 1

HCID 49779378HCID 49779378, Verbindung

Produkt 1

HCID 59455051HCID 59455051, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 24386Thionyl ChlorideLösungsmittel

Versuchsvorschrift

1-(7-Isopropyl-2-methyl-1,2,3,4-tetrahydro-pyrido[4,3-b]indol-5-yl)-2-pyridin-4-yl-propan-2-ol (100 mg, 0.2 mmol) was dissolved in SOCl2 (1.0 mL) and stirred the reaction at RT for 2 h. After completion of starting material by monitoring TLC reaction mixture was concentrated under reduced pressure and saturated bicarbonate was added, extracted with EtOAc, organic layer was washed with water, dried over sodium sulfate and concentrated, and purified by reverse phase Chromatography. Yield: 68 mg. 1H NMR (DMSO-d6, oxalate salt) δ (ppm): 8.62 (d, 2H), 7.70 (d, 2H), 7.48 (s, 1H), 7.42 (d, 1H), 7.05 (m, 2H), 4.40 (m, 2H), 3.58 (m, 2H), 3.05 (m, 3H), 2.95 (s, 3H), 1.95 (s, 3H), 1.25 (d, 6H).

Aufarbeitung

  1. customthe reaction at RT for 2 h
  2. customAfter completion of starting material by monitoring TLC reaction mixture
  3. concentrationwas concentrated under reduced pressure and saturated bicarbonate
  4. additionwas added
  5. extractionextracted with EtOAc, organic layer
  6. washwas washed with water
  7. dry with materialdried over sodium sulfate
  8. concentrationconcentrated
  9. custompurified by reverse phase Chromatography

Quellen und Nachweise

ORD-Eintrag
ord-9d7d06f050ca42a68b09543d86613809
Quelldatensatz
uspto-grants-2014_12
Patentnummer
US08906925B2

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