Triethylamine → (2S)-2-{[(S)-(4-bromophenyl)(thien-2-yl)methyl]oxy}-N-(cyanomethyl)-4-methylpentanamide

To a solution of (2S)-2-{[(S)-(4-bromophenyl)(thien-2-yl)methyl]oxy}-4-methylpentanoic acid from step 2, (273 mg, 0.71 mmol) in DMF (3.5 mL) was added aminoacetonitrile HCL salt (66 mg, 0.71 mmol), triethylamine (359 μL, 3.55 mmol) and HATU (270 mg, 0.71 mmol). The mixture was aged for 3 hours under a nitrogen atmosphere and was then poured into a saturated aqueous solution of NaHCO3. The resulting mixture was extracted 3 times with ethyl acetate. The organic extracts were washed with brine, dried and evaporated to a solid. The crude product was chromatographed on silica gel using 35% ethyl acetate in hexanes to afford the title compound.

1. extractionThe resulting mixture was extracted 3 times with ethyl acetate
2. washThe organic extracts were washed with brine
3. customdried
4. customevaporated to a solid
5. customThe crude product was chromatographed on silica gel using 35% ethyl acetate in hexanes

ORDレコード

ord-e05bd8d4e74543fcb9a0ecbf21daec60

出典データセット

uspto-grants-2007_10

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US07279478B2