Water → 2-(Chloromethyl)-N-[6-(1H-indol-4-yl)-1-(phenylsulfonyl)-1H-indazol-4-yl]-1,3-thiazole-4-carboxamide

온도

0 °C

To solution of 6-(1H-indol-4-yl)-1-(phenylsulfonyl)-1H-indazol-4-amine (1.5 g) in chloroform (20 ml) at 0° C. was added DIPEA (1.35 ml). 2-(Chloromethyl)-1,3-thiazole-4-carbonyl chloride (1.8 g) in chloroform (20 ml) was added dropwise and the mixture was stirred at 0° C. for 1 h 15 min. The mixture was allowed to warm to RT and stirring continued for 18 h. A further portion of 2-(chloromethyl)-1,3-thiazole-4-carbonyl chloride (0.2 g) was added to the mixture which was stirred at RT for 30 min. Water (50 ml) was added and the mixture was extracted with DCM (2×100 ml), separating the layers using a hydrophobic frit. The organics were collected and solvent removed in vacuo to give a brown solid which was triturated with ether (10 ml). The solid was filtered and dried in a vacuum oven overnight to afford the title compound, 1.6 g.

1. temperatureto warm to RT
2. stirringstirring
3. waitcontinued for 18 h
4. stirringwas stirred at RT for 30 min
5. extractionthe mixture was extracted with DCM (2×100 ml)
6. customseparating the layers
7. customThe organics were collected
8. customsolvent removed in vacuo
9. customto give a brown solid which
10. customwas triturated with ether (10 ml)
11. filtrationThe solid was filtered
12. customdried in a vacuum oven overnight

ORD 기록

ord-2ba7b841f0b04b6e8281bfb97422a69c

출처 데이터셋

uspto-grants-2016_05

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US09326987B2