反应详情

Oxalyl chloride (2.1 mL, 24.0 mmol) was added to a solution of 3-[(1-methylethyl)oxy]-5-[(phenylmethyl)oxy]benzoic acid (5.72 g, 20.0 mmol) in DCM (100 mL) and the mixture stirred at ambient RT for 4 hours. The mixture was evaporated in vacuo to a residue, which was taken up in DCM (25 mL) and added to a stirred mixture of 2-amino-5-methylpyrazine (2.29 g, 21.0 mmol) and pyridine (1.94 mL, 24.0 mmol) in DCM (100 mL) at 5° C.-10° C. The mixture was stirred at RT for 18 hours, the DCM evaporated in vacuo to a residue, which was partitioned between water (50 μL) and ethyl acetate (150 mL). The organic layer was washed with brine, dried (MgSO4) and evaporated to a residue which was chromatographed on silica, eluting with 30% ethyl acetate in isohexane, and crystallised from ethyl acetate/isohexane to give the desired compound (5.52 g).

1. customThe mixture was evaporated in vacuo to a residue, which
2. stirringThe mixture was stirred at RT for 18 hours
3. customthe DCM evaporated in vacuo to a residue, which
4. customwas partitioned between water (50 μL) and ethyl acetate (150 mL)
5. washThe organic layer was washed with brine
6. dry with materialdried (MgSO4)
7. customevaporated to a residue which
8. customwas chromatographed on silica
9. washeluting with 30% ethyl acetate in isohexane
10. customcrystallised from ethyl acetate/isohexane