Pyridine → HCID 22283106, Verbindung

HRID 1062996Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1062996
[NH2:1][C:2]1[S:3][C:4]2[C:10]([N:11]3[CH2:16][CH2:15][O:14][CH2:13][CH2:12]3)=[CH:9][CH:8]=[C:7]([O:17][CH3:18])[C:5]=2[N:6]=1.[Cl:19][CH2:20][C:21]1[CH:29]=[CH:28][C:24]([C:25](Cl)=[O:26])=[CH:23][CH:22]=1.N1C=CC=CC=1>ClCCl>[Cl:19][CH2:20][C:21]1[CH:29]=[CH:28][C:24]([C:25]([NH:1][C:2]2[S:3][C:4]3[C:10]([N:11]4[CH2:16][CH2:15][O:14][CH2:13][CH2:12]4)=[CH:9][CH:8]=[C:7]([O:17][CH3:18])[C:5]=3[N:6]=2)=[O:26])=[CH:23][CH:22]=1

Komponenten

5

Edukt 3

HCID 1049PyridineHCID 701364-(Chloromethyl)benzoyl chlorideHCID 114028614-Methoxy-7-morpholinobenzo[d]thiazol-2-amine

Produkt 1

HCID 22283106HCID 22283106, VerbindungAusbeute 54 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

and 2-amino-4-methoxy-7-morpholin-4-yl-benzothiazol (1.0 g, 3.8 mmol), 4-(chloromethyl) benzoyl chloride (810 mg, 4.2 mmol) and pyridine (0.36 ml, 4.5 mmol) are reacted in dichloromethane (20 ml) for 18 h. The reaction is quenched with water (25 ml) and brought to pH 8.0 with sodium carbonate. The mixture is extracted with dichloromethane and the combined organic layers are dried and evapoarted to dryness. Flash chromatography (silica, eluent methylene chloride containing 2.5% methanol) affords the product as white crystalls in 54% yield. MS: m/e=418 (M+H+).

Aufarbeitung

  1. customThe reaction is quenched with water (25 ml)
  2. extractionThe mixture is extracted with dichloromethane
  3. customthe combined organic layers are dried
  4. customFlash chromatography (silica, eluent methylene chloride containing 2.5% methanol) affords the product as white crystalls in 54% yield

Quellen und Nachweise

ORD-Eintrag
ord-a0ad0e9dc8864f4b8787e33de5398650
Quelldatensatz
uspto-grants-2005_11
Patentnummer
US06963000B2

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