Methyl 2-bromothiazole-5-carboxylate → 2-[8-(4-Morpholin-4-yl-phenylamino)-imidazo[1,2-a]pyrazin-5-yl]-thiazole-5-carboxylic acid methyl ester

In the same way as described for Compound 212, step 3, using (4-morpholin-4-yl-phenyl)-(5-tributylstannanyl-imidazo[1,2-a]pyrazin-8-yl)-carbamic acid tert-butyl ester (0.25 g, 0.36 mmol), 2-bromo-thiazole-5-carboxylic acid methyl ester (0.159 g, 0.716 mmol), and Pd(PPh3)4 (0.041 g, 0.036 mmol) in DMF (4 mL). The reaction mixture is concentrated, treated with a mixture of (1:1) TFA-DCM and stirred at room temperature for 18 hours. The mixture is diluted with EtOAc and washed with a solution of sat. NaHCO3. The organic layers are dried over MgSO4, filtered and concentrated. Purification by silica gel column chromatography using 75:25 petroleum ether-EtOAc affords the title compound (90 mg, 57%). HPLC (254 nm): Rt 3.89 min (73%)

1. concentrationThe reaction mixture is concentrated
2. additiontreated with a mixture of (1:1) TFA-DCM
3. additionThe mixture is diluted with EtOAc
4. washwashed with a solution of sat. NaHCO3
5. dry with materialThe organic layers are dried over MgSO4
6. filtrationfiltered
7. concentrationconcentrated
8. customPurification by silica gel column chromatography

ORDレコード

ord-2edee0ea6a94425cb9da57879aa17ccd

出典データセット

uspto-grants-2012_05

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08178530B2