Water → 2,3-Dimethyl-8-(2,6-dimethylbenzylamino)-imidazo[1,2-a]pyridine-6-carboxamide

HRID 427491

Reaktionsgleichung

Reaktionsgleichung von HRID 427491
S(O)(=O)(=O)C.[NH2:6][C:7]1[C:8]2[N:9]([C:16]([CH3:20])=[C:17]([CH3:19])[N:18]=2)[CH:10]=[C:11]([C:13]([NH2:15])=[O:14])[CH:12]=1.[CH2:21]([C:23]1[CH:30]=[CH:29][CH:28]=[C:27]([CH2:31]C)[C:24]=1[CH2:25]Cl)C.C(N(C(C)C)CC)(C)C.O>CN(C)C=O.C(Cl)Cl>[CH3:19][C:17]1[N:18]=[C:8]2[C:7]([NH:6][CH2:25][C:24]3[C:27]([CH3:31])=[CH:28][CH:29]=[CH:30][C:23]=3[CH3:21])=[CH:12][C:11]([C:13]([NH2:15])=[O:14])=[CH:10][N:9]2[C:16]=1[CH3:20]

Komponenten

7

Edukt 4

HCID 962WaterHCID 81531DiisopropylethylamineHCID 183574358-Amino-2,3-dimethylimidazo[1,2-a]pyridine-6-carboxamide mesylateHCID 183574492-(Chloromethyl)-1,3-diethylbenzene

Produkt 1

HCID 97972452,3-Dimethyl-8-(2,6-dimethylbenzylamino)-imidazo[1,2-a]pyridine-6-carboxamideAusbeute 53,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

8-Amino-2,3-dimethylimidazo[1,2-a]pyridine-6-carboxamide mesylate (4.0 g, 10.7 mmol), 2,6-diethylbenzylchloride (1.8 g, 9.9 mmol), diisopropylethylamin (3.0 g, 23.3 mmol) were stirred in dimethylformamide (20 ml) at 50° C. overnight and at 70° C. for 3 h. Water (60 ml) and methylene chloride were added and the organic layer was separated, dried and evaporated under reduced pressure. The residue was treated with diethyl ether and the product was filtred off to give 1.7 g (45%) of the title compound.

Aufarbeitung

  1. customthe organic layer was separated
  2. customdried
  3. customevaporated under reduced pressure
  4. additionThe residue was treated with diethyl ether

Quellen und Nachweise

ORD-Eintrag
ord-80d10fb4fbbf4e17b0dd803562336d9d
Quelldatensatz
uspto-grants-2001_11
Patentnummer
US06313137B1

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