Methanol → 3-(Benzothiazol-6-ylamino)-butyric acid

温度

110 °C

3-Amino-butyric acid ethyl ester (2 g, 15.27 mmol), 6-iodo-benzothiazole (3.98 g, 15.27 mmol) and potassium carbonate (5.27 g, 38.18 mmol) were dissolved in DMF (50 mL) and the reaction mixture was purged with argon for 10 minutes. This was followed by the addition of copper iodide (290 mg, 1.527 mmol) and the resulting mixture was heated to 110° C. overnight. The reaction was monitored by TLC (10% MeOH in CHCl3) which showed the presence of starting material. The reaction mixture was heated to 120° C. for a further 24 hours. The reaction mixture was concentrated and adjusted the pH to 5 using acetic acid. The reaction mixture was partitioned between water and ethylacetate. The organic layer was dried over Na2SO4 and concentrated. Purification by column chromatography on silica gel (1% MeOH in CHCl3) afforded 800 mg of the product (22.22% yield).

1. customthe reaction mixture was purged with argon for 10 minutes
2. temperatureThe reaction mixture was heated to 120° C. for a further 24 hours
3. concentrationThe reaction mixture was concentrated
4. customThe reaction mixture was partitioned between water and ethylacetate
5. dry with materialThe organic layer was dried over Na2SO4
6. concentrationconcentrated
7. customPurification by column chromatography on silica gel (1% MeOH in CHCl3)

ORDレコード

ord-7da6981932ec41e29e16d48395cdd678

出典データセット

uspto-grants-2012_09

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08263635B2