Dimethylformamide → Ethyl (2R)-2-(6-chloro-1H-benzimidazole-2-yl)-2-hydroxy-3-phenylpropanoate

To a mixture of (2R)-2-benzyl-3-ethoxy-2-hydroxy-3-oxopropanoic acid (320 mg), HATU (562 mg), 3,4-diamino-chlorobenzene (230 gm) was added 4 mL of DMF at rt. The mixture was stirred at rt overnight. To this mixture was added water and ethyl acetate. The organic layer was washed with water and then concentrated in vacuo after being dried with mangesium sulfate. The residue, without purification, was dissolved in 3 mL of acetic acid and heated at 75 degrees for 2 h. The mixture was then concentrated and purified by Biotage silica gel column chromatography (8-35% ethyl acetate in hexanes) to give the title product.

1. washThe organic layer was washed with water
2. concentrationconcentrated in vacuo
3. dry with materialafter being dried with mangesium sulfate
4. customThe residue, without purification
5. dissolutionwas dissolved in 3 mL of acetic acid
6. temperatureheated at 75 degrees for 2 h
7. concentrationThe mixture was then concentrated
8. custompurified by Biotage silica gel column chromatography (8-35% ethyl acetate in hexanes)

ORDレコード

ord-18194b9a56fd4636a005a5fff3cd142c

出典データセット

uspto-grants-2015_11

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US09193717B2