Dimethylformamide → HCID 69735824, compound

Participants

Reaction Steps

NaH (0.244 g, 6.09 mmol) was added to a solution of 7-chloro-thieno[3,2-b]pyridin-2-carboxylic acid (pyridin-4-ylmethyl)-amide (0.616 g, 2.03 mmol, prepared as described in Example 11) in DMF (10 mL). When the effervescence ceased, Mel (0.576 g, 4.06 mmol) was added dropwise. After 3 h the reaction mixture was quenched with saturated aqueous KCN (10 mL). The aqueous layer was extracted with CH2Cl2 (3×10 mL). The combined organic extracts were dried (Na2SO4), and the solvent was removed under reduced pressure. Purification by flash chromatography on silica gel (CH2Cl2/MeOH 94:6) afforded the title compound as a yellow oil (0.15 g, 23%). MS: 318.0/320.0 (MH+); HPLC Rf: 4.24 min; HPLC purity: 93%.

Provenance & Evidence