Sodium Hydroxide → 1-{6-[4-(1H-Imidazol-1-yl)-5-oxo-2,5-dihydro-1H-pyrazol-1-yl]pyrimidin-4-yl}azetidine-3-carboxylic acid

온도

100 °C

46 mg (0.3 mmol) of azetidine-3-carboxylic acid hydrochloride are initially charged in a mixture of 1 ml of water and 0.3 ml of ethanol. 100 mg (0.3 mmol) of the compound from Example 13A are added, and the mixture is stirred at 100° C. for 1 h. The reaction mixture is then adjusted to pH=7 using aqueous 1 N sodium hydroxide solution and stirred at 100° C. for 16 h. Once more, the mixture is adjusted to pH=7 using aqueous 1 N sodium hydroxide solution and reacted in a single mode microwave (Emrys Optimizer) at 150° C. for 1 h. The reaction mixture is concentrated under reduced pressure and purified by preparative HPLC (RP18 column; mobile phase: acetonitrile/water gradient). Yield: 23 mg (21% of theory)

1. stirringstirred at 100° C. for 16 h
2. customreacted in a single mode microwave (Emrys Optimizer) at 150° C. for 1 h
3. concentrationThe reaction mixture is concentrated under reduced pressure
4. custompurified by preparative HPLC (RP18 column; mobile phase: acetonitrile/water gradient)

ORD 기록

ord-c62e71d294fe4fab99acb0ff3c1901ba

출처 데이터셋

uspto-grants-2011_11

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US08067407B2