Hydrochloric Acid → 1-{2-[3-(3-chloro-2-hydroxy-propylamino)-phenyl]-5H-pyrrolo[2,3-b]pyrazin-7-yl}-2,2-dimethyl-propan-1-one

A solution of 1-[2-[3-(3-hydroxy-azetidin-1-yl)-phenyl]-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-2,2-dimethyl-propan-1-one (36 mg, 0.075 mmol), in MeOH (1 ml), was treated with 18.5% HCl aq (1.75 ml). The reaction mixture was capped and heated to 90° C. for 1.5 hours. The reaction mixture was concentrated to dryness, and the resulting residue was taken up in 10 ml of EtOAc and 5 ml of sat. NaHCO3 aq. The reaction mixture was allowed to stir for 15 minutes and then extracted into EtOAc. The organic layers were collected, dried over MgSO4, filtered, concentrated. Silica gel chromatography using 0-10% MeOH in EtOAc as eluant gave 10 mg (35%) of 1-{2-[3-(3-chloro-2-hydroxy-propylamino)-phenyl]-5H-pyrrolo[2,3-b]pyrazin-7-yl}-2,2-dimethyl-propan-1-one as a yellow solid. M+H=387.

1. customThe reaction mixture was capped
2. concentrationThe reaction mixture was concentrated to dryness
3. extractionextracted into EtOAc
4. customThe organic layers were collected
5. dry with materialdried over MgSO4
6. filtrationfiltered
7. concentrationconcentrated

ORDレコード

ord-45493ad4576f4f3197a7a2486da09dac

出典データセット

uspto-grants-2011_08

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08008298B2