3-Hydrazinyl-6-phenylpyridazine → 3-Methoxy-6-((6-phenyl-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)methyl)quinoline

温度

100 °C

A mixture of tert-butyl 2-(3-methoxyquinolin-6-yl)acetate (148 mg) and 1-(6-phenylpyridazin-3-yl)hydrazine (126 mg) in HCl (conc., 0.3 mL) was heated at 100° C. for 5 min and was subject to microwave heating (180° C., 15 min) The yellow sludge was quenched with NaOH (5N, 1 mL). The pink mixture was filtered and washed with NaOH (1 N, 1 mL), H2O (2 mL). The solid was suspended in DMF (2 mL)-DCM (2 mL). MeI (0.2 mL) was added followed by the addition of NaOH (2N, 1 mL). After 2 h, the mixture was partitioned between DCM (10 mL) and aqueous Na2SO3 (5 mL). The organic was dried over MgSO4, concentrated, and purified in silica (1-15% MeOH in DCM) to give the product as a yellow powder.

1. temperatureheating (180° C., 15 min) The yellow sludge
2. customwas quenched with NaOH (5N, 1 mL)
3. filtrationThe pink mixture was filtered
4. washwashed with NaOH (1 N, 1 mL), H2O (2 mL)
5. additionMeI (0.2 mL) was added
6. additionfollowed by the addition of NaOH (2N, 1 mL)
7. customthe mixture was partitioned between DCM (10 mL) and aqueous Na2SO3 (5 mL)
8. dry with materialThe organic was dried over MgSO4
9. concentrationconcentrated
10. custompurified in silica (1-15% MeOH in DCM)

ORDレコード

ord-ac00229e44b74023bf42debc5b683c56

出典データセット

uspto-grants-2013_09

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08524900B2