Potassium Phosphate, Tribasic → (4-Benzyloxy-6-fluoro-1-methyl-naphthalen-2-yl)-acetic acid methyl ester

温度

150 °C

To a solution of (4-benzyloxy-1-bromo-6-fluoro-naphthalen-2-yl)-acetic acid methyl ester (100 mg, 0.248 mmol, prepared using an analogous procedure to the first step of example 5-1), methylboronic acid (19.3 mg, 0.322 mmol), potassium phosphate (184 mg, 0.868 mmol) and tricyclohexylphosphine (69.4 mg, 0.248 mmol) in toluene (4.0 mL) and water (2 drops) was added palladium acetate (3 mg, 0.0124 mmol) under a nitrogen atmosphere. After being heated under microwave conditions (150° C., 30 minutes), the mixture was cooled to room temperature, then diluted with water (10 mL), and extracted with ethyl acetate (15 mL×2). The combined organic layers were washed with brine (10 mL), dried over sodium sulfate and concentrated in vacuo. The residue was purified by column chromatography (10% ethyl acetate in hexanes) to afford (4-benzyloxy-6-fluoro-1-methyl-naphthalen-2-yl)-acetic acid methyl ester (50 mg, 59.5%) as a light yellow solid.

1. temperaturethe mixture was cooled to room temperature
2. extractionextracted with ethyl acetate (15 mL×2)
3. washThe combined organic layers were washed with brine (10 mL)
4. dry with materialdried over sodium sulfate
5. concentrationconcentrated in vacuo
6. customThe residue was purified by column chromatography (10% ethyl acetate in hexanes)

ORDレコード

ord-102f8abdf2484b0f877039ad4dfadf42

出典データセット

uspto-grants-2014_02

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08642629B2