Dimethylformamide → Methyl 4-hydroxy-3-iodobenzoate

To a solution of compound 1 (200 mg, 1.077 mmol) and 2-iodopropane, (322 uL, 3.23 mmol) in DMF (10 mL) was added DIEA (750 uL, 4.31 mmol). The reaction mixture was heated to 80° C. and stirred overnight. The reaction was monitored by LC/MS. After the reaction was done it was cooled to room temperature. The reaction mixture was quenched with HCl (0.5N, 30 mL) and extracted with ethyl acetate (50 mL×3). The organic layer was dried over sodium sulfate and concentrated and dried under high vacuum. The resulting residue was purified by reverse phase chromatography (using a mixture of acetonitrile and water) to give compound 2 (50 mg, 20%).

1. temperaturewas cooled to room temperature
2. customThe reaction mixture was quenched with HCl (0.5N, 30 mL)
3. extractionextracted with ethyl acetate (50 mL×3)
4. dry with materialThe organic layer was dried over sodium sulfate
5. concentrationconcentrated
6. customdried under high vacuum
7. customThe resulting residue was purified by reverse phase chromatography (
8. additiona mixture of acetonitrile and water)

ORD-Eintrag

ord-ee9e80803c734c088d543fbff435394a

Quelldatensatz

uspto-grants-2009_11

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07618981B2