反应详情

To a solution of (3-carbamoyl-1-{2-[(2S,4R)-2-(3-chloro-2-fluoro-benzylcarbamoyl)-4-fluoro-pyrrolidin-1-yl]-2-oxo-ethyl}-1H-indol-6-yloxy)-acetic acid methyl ester Example 592 (30.0 mg, 0.049 mmol) in THF (1 mL) was added LiBH4 (2M in THF; 0.049 mL, 0.098 mmol) and stirring was continued at RT for 2 h. The reaction mixture was partitioned between CH2Cl2 and water, and the aqueous layer was extracted with CH2Cl2 (3×). The combined organics were dried (phase separator) and concentrated under reduced pressure. Purification by preparative HPLC (SunFire C18-ODB, 5 μm, 19×50 mm, eluent: 5-100% CH3CN/H2O/20 min, 100% CH3CN/2 min, CH3CN and H2O containing 0.1% TFA, flow: 20 mL/min) afforded after lyophilization of the purified fractions the desired compound as a white solid. MS: 535 [M+H]+; tR (HPLC conditions c): 3.72 min.

1. customThe reaction mixture was partitioned between CH2Cl2 and water
2. extractionthe aqueous layer was extracted with CH2Cl2 (3×)
3. customThe combined organics were dried (phase separator)
4. concentrationconcentrated under reduced pressure
5. customPurification by preparative HPLC (SunFire C18-ODB, 5 μm, 19×50 mm, eluent: 5-100% CH3CN/H2O/20 min, 100% CH3CN/2 min, CH3CN and H2O containing 0.1% TFA, flow: 20 mL/min)
6. customafforded after lyophilization of the
7. custompurified fractions the desired compound as a white solid
8. custom3.72 min.