反应详情

A mixture of 6′-chloro-2,3,5,6-tetrahydro-[1,2′]bipyrazinyl-4-carboxylic acid tert-butyl ester (I-1a) (300 mg, 1.0 mmol), 3-chlorobenzyl alcohol (0.142 mL, 1.2 mmol), KOH (191 mg, 3.4 mmol) and 18-crown-6 (10.6 mg, 0.04 mmol) in toluene (6 mL) was stirred at reflux for 5.5 h and concentrated in vacuo. The residue was partitioned between H2O (30 mL) and CH2Cl2 (30 mL). The aqueous phase was separated and extracted with CH2Cl2 (2×30 mL). The combined organic extracts were dried and concentrated in vacuo. The crude product was purified by preparative TLC (5% MeOH in CH2Cl2) to afford the title compound (I-1b) (380 mg).

1. temperatureat reflux for 5.5 h
2. concentrationconcentrated in vacuo
3. customThe residue was partitioned between H2O (30 mL) and CH2Cl2 (30 mL)
4. customThe aqueous phase was separated
5. extractionextracted with CH2Cl2 (2×30 mL)
6. customThe combined organic extracts were dried
7. concentrationconcentrated in vacuo
8. customThe crude product was purified by preparative TLC (5% MeOH in CH2Cl2)