Diisopropylethylamine → 1,1-Dimethylethyl 3-[5-(5-{3-cyano-4-[(2,2,2-trifluoroethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1-isoquinolinyl]propanoate

온도

120 °C

3-Cyano-4-[(2,2,2-trifluoroethyl)oxy]benzoic acid (D29; 0.171 g, 0.698 mmol) was stirred in DMF (4.5 ml) with HATU (0.318 g, 0.837 mmol) and DIPEA (0.366 ml, 2.093 mmol) at room temperature for 20 mins. 1,1-Dimethylethyl 3-{5-[(hydroxyamino)(imino)methyl]-1-isoquinolinyl}propanoate (D36, 0.22 g, 0.698 mmol) was added and the resulting mixture was heated to 120° C. for 30 mins in a Biotage Initiator microwave. The solvent was removed under vacuum and diethyl ether was added to the residue to give a colourless solid. Methanol was added to dissolve the brown oil remaining and the mixture filtered. A white solid was collected, which was dried in a vacuum oven to give the title compound as a white solid (164 mg).

1. customThe solvent was removed under vacuum and diethyl ether
2. additionwas added to the residue
3. customto give a colourless solid
4. dissolutionto dissolve the brown oil
5. filtrationthe mixture filtered
6. customA white solid was collected
7. customwhich was dried in a vacuum oven

ORD 기록

ord-e7b2350120d745fc92cc9f63adc68dc2

출처 데이터셋

uspto-grants-2012_12

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US08329730B2