Potassium Iodide → n-[2-Chloro-4-[[[(3-hydroxyphenyl)methyl]amino]carbonyl]benzoyl]-3-(thiophene-2-carbonyl)amino-l-alanine, 2-(dimethylamino)ethyl ester

温度

60 °C

A mixture of N-[2-chloro-4-[[[(3-hydroxyphenyl)methyl]amino]carbonyl]benzoyl]-3-(thiophene-2-carbonyl)amino-L-alanine (Example 303; 1 mmol), potassium carbonate (2.1 mmol), potassium iodide (0.2 mmol), and (2-chloroethyl)dimethylamine hydrochloride (1.1 mmol) in N,N-dimethyl-formamide (10 mL) is heated at 60° C. for 3 h. The reaction mixture is concentrated to remove N,N-dimethylformamide. Water (50 mL) is added and the pH is adjusted to 9. The mixture is extracted with ethyl acetate (3×50 mL). The combined ethyl acetate layers are washed with brine (100 mL), dried (MgSO4), filtered, evaporated and chromatographed to give N-[2-chloro-4-[[[(3-hydroxyphenyl)methyl]amino]carbonyl]benzoyl]-3-(thiophene-2-carbonyl)amino-L-alanine, 2-(dimethylamino)ethyl ester.

1. concentrationThe reaction mixture is concentrated
2. customto remove N,N-dimethylformamide
3. additionWater (50 mL) is added
4. extractionThe mixture is extracted with ethyl acetate (3×50 mL)
5. washThe combined ethyl acetate layers are washed with brine (100 mL)
6. dry with materialdried (MgSO4)
7. filtrationfiltered
8. customevaporated
9. customchromatographed

ORDレコード

ord-09d6ddf6c91b441f9b10daef44714f4b

出典データセット

uspto-grants-2009_02

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US07491741B2