Reaktion #59244

Reaktionsgleichung

compound

4-Chloro-7-(3,4-dihydroxy-5-hydroxymethyl-3-methyl-tetrahydrofuran-2-yl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbaldehyde

tosylmethyl isocyanide

K2CO3

→

2-(4-Chloro-5-oxazol-5-yl-pyrrolo[2,3-d]pyrimidin-7-yl)-5-hydroxymethyl-3-methyl-tetrahydro-furan-3,4-diol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe mixture is heated
2. 2
   Temperaturto reflux
3. 3
   Sonstigeis consumed
4. 4
   SonstigeThe solvent is removed in vacuo
5. 5
   Sonstigethe crude mixture purified by RP HPLC on a Phenominex column (250×20 mm)
6. 6
   Sonstigeover 30 minutes

Vorschrift

To the compound from Step 1 is added tosylmethyl isocyanide (1 eq.) in MeoH containing K2CO3 (1 eq.) and the mixture is heated to reflux until starting material is consumed. The solvent is removed in vacuo and the crude mixture purified by RP HPLC on a Phenominex column (250×20 mm) using a gradient of acetonitrile in water from 0 to 30% over 30 minutes at 10 mL/minute.

Quelle