Reaktionsgleichung
[CH3:1][C:2]1[N:3]=[C:4]2[C:9]([NH:10][CH2:11][C:12]3[C:17]([CH3:18])=[CH:16][CH:15]=[CH:14][C:13]=3[CH2:19][CH3:20])=[CH:8][C:7]([C:21]([OH:23])=O)=[CH:6][N:5]2[C:24]=1[CH3:25].[B-](F)(F)(F)F.CN(C(ON1N=NC2C1=CC=CC=2)=[N+](C)C)C.[CH2:48]([CH2:50][NH2:51])[OH:49]>C(Cl)Cl>[CH3:1][C:2]1[N:3]=[C:4]2[C:9]([NH:10][CH2:11][C:12]3[C:17]([CH3:18])=[CH:16][CH:15]=[CH:14][C:13]=3[CH2:19][CH3:20])=[CH:8][C:7]([C:21]([NH:51][CH2:50][CH2:48][OH:49])=[O:23])=[CH:6][N:5]2[C:24]=1[CH3:25]Komponenten
5
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
2,3-dimethyl-8-(2-ethyl-6-methylbenzylamino)-imidazo[1,2-a]pyridine-6-carboxylic acid (0.3 g, 0.88 mmol) and o-Benzotriazol-1-yl-N,N,N′,N′-Tetramethyluronium tetrafluoroborate (TBTU)(0.29 g, 0.90 mmol) were added to methylene chloride (15 ml) and the mixture was stirred for 5 min. Ethanolamin (0.11 g, 1.8 mmol) was added and the reaction mixture was stirred at ambient temperature for 2 h. The solvent was evaporated under reduced pressure and the residue was purified by column chromatography on silica gel using methylene chloride:methanol (9:1) as eluent. Crystallization from diethyl ether gave 0.2 (59%) of the desired product.
Aufarbeitung
- stirringthe reaction mixture was stirred at ambient temperature for 2 h
- customThe solvent was evaporated under reduced pressure
- customthe residue was purified by column chromatography on silica gel
- customCrystallization from diethyl ether
Quellen und Nachweise
- ORD-Eintrag
- ord-42b48ea3bdba48d2a2a91ebd18ff3312
- Quelldatensatz
- uspto-grants-2001_11
- Patentnummer
- US06313137B1
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