Potassium Carbonate → HCID 136409088, Verbindung

Reaktionsgleichung

NCC[CH:4]([S:22][CH:23]1[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]1)[CH:5]1[CH:9]([OH:10])[CH:8]([OH:11])[CH:7]([N:12]2[CH:20]=[N:19][C:18]3[C:13]2=[N:14][CH:15]=[N:16][C:17]=3[NH2:21])[O:6]1.C(=O)([O-])[O-].[K+].[K+].[NH2:35][C:36]1[NH:45][C:44](=[O:46])[C:43]2[C:38](=[N:39][CH:40]=[C:41]([CH2:47]Br)[N:42]=2)[N:37]=1.[CH3:49][C:50]([N:52](C)C)=O>>[NH2:35][C:36]1[NH:45][C:44](=[O:46])[C:43]2[C:38](=[N:39][CH:40]=[C:41]([CH2:47][NH:52][CH2:50][CH2:49][N:26]3[CH2:27][CH2:28][CH:23]([S:22][CH2:4][CH:5]4[CH:9]([OH:10])[CH:8]([OH:11])[CH:7]([N:12]5[CH:20]=[N:19][C:18]6[C:13]5=[N:14][CH:15]=[N:16][C:17]=6[NH2:21])[O:6]4)[CH2:24][CH2:25]3)[N:42]=2)[N:37]=1

Komponenten

Edukt 4

HCID 11430Potassium Carbonate

HCID 31374Dimethylacetamide

HCID 67994427HCID 67994427, Verbindung

HCID 135818758HCID 135818758, Verbindung

Produkt 1

HCID 136409088HCID 136409088, VerbindungAusbeute 50 %

Versuchsvorschrift

To a solution of 2-[1-(2-Amino-ethyl)-piperidin-4-ylsulfanylmethyl]-5-(6-amino-purin-9-yl)-tetrahydro-furan-3,4-diol (100.0 mg, 0.244 mmol, 1 eq) (8) and potassium carbonate (337.9 mg, 2.44 mmol, 10 eq) in 20 mL dimethylacetamide, 2-amino-6-bromomethyl-3H-pteridin-4-one (87.0 mg, 0.244 mmol, 1 eq) (11) was added and then stirred at room temperature for 24 hours. It was evaporated in high vacuum and the residue dissolved in water methanol mixture and purified by HPLC to give compound 13 (71.0 mg, 0.122 mmol, 50%) of a yellowish powder. MS (ESI) calculated for C24H32N12O4S [M+H]+ 585.24, found 585.1