Pyrrolidine → HCID 9945660, Verbindung

HRID 1268675Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1268675
Cl[CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]2[N:13]=[C:14]3[CH:19]=[C:18]([CH3:20])[CH:17]=[CH:16][N:15]3[CH:21]=2)=[CH:8][CH:7]=1.[NH:22]1[CH2:26][CH2:25][CH2:24][CH2:23]1>>[N:22]1([CH2:2][CH2:3][CH2:4][O:5][C:6]2[CH:11]=[CH:10][C:9]([C:12]3[N:13]=[C:14]4[CH:19]=[C:18]([CH3:20])[CH:17]=[CH:16][N:15]4[CH:21]=3)=[CH:8][CH:7]=2)[CH2:26][CH2:25][CH2:24][CH2:23]1

Komponenten

3

Edukt 2

HCID 31268PyrrolidineHCID 142014602-(4-Chloropropoxyphenyl)-7-methylimidazo[1,2-a]pyridine

Produkt 1

HCID 9945660HCID 9945660, Verbindung

Versuchsvorschrift

The product of Step C, Example 8 (126 mg) and pyrrolidine (1.5 mL) were heated at 85° C. for 4 hours. The reaction was cooled to ambient temperature and partitioned between ethyl acetate (6 mL) and half-saturated sodium bicarbonate solution (6 mL). The aqueous portion was extracted with additional ethyl acetate (6 mL) and the organic portions combined and evaporated. The residue was purified via silica gel chromatography (dichloromethane/methanol) to give the title compound (50.3 mg). 1H-NMR (CD3OD) δ 8.18 (d, 7.0 Hz, 1H), 7.91 (s, 1H), 7.77 (m, 2H), 7.25 (s, 1H), 6.94 (m, 2H), 6.68 (m, 1H), 4.01 (t, J=6.0 Hz, 2H), 2.71 (m, 2H), 2.64 (m, 4H), 2.37 (s, 3H), 2.01 (m, 2H), 1.83 (m, 4H)

Aufarbeitung

  1. custompartitioned between ethyl acetate (6 mL) and half-saturated sodium bicarbonate solution (6 mL)
  2. extractionThe aqueous portion was extracted with additional ethyl acetate (6 mL)
  3. customevaporated
  4. customThe residue was purified via silica gel chromatography (dichloromethane/methanol)

Quellen und Nachweise

ORD-Eintrag
ord-7f61bf25a7f74437ab05a020bacee63c
Quelldatensatz
uspto-grants-2007_04
Patentnummer
US07199117B2

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