Diisopropylethylamine → HCID 66587597、化合物

温度

50 °C

Into a 250-mL round bottom flask, was placed a solution of 2-nitro-5-(piperidin-1-yl)benzoic acid (5 g, 20.00 mmol, 1.19 equiv) in N,N-dimethylformamide (50 mL), 1-(3-(trifluoromethyl)phenyl)-1H-pyrazol-3-amine (3.8 g, 16.74 mmol, 1.00 equiv), HATU (9.5 g, 25.00 mmol, 1.49 equiv), and N,N-diisopropylethylamine (3.3 g, 25.58 mmol, 1.53 equiv). The resulting solution was stirred overnight at 50° C. in an oil bath. The reaction progress was monitored by LCMS. The resulting solution was diluted with 200 mL of water, extracted with 4×50 mL of ethyl acetate, and the organic layers combined. The resulting mixture was washed with 2×50 mL of water and 2×50 mL of brine. The mixture was dried over sodium sulfate. The solids were filtered out. The resulting mixture was concentrated under vacuum. The residue was applied onto a silica gel column and eluted with petroleum ether/ethyl acetate (5:1) to yield 2.8 g (36%) of product as a yellow solid.

1. customInto a 250-mL round bottom flask, was placed
2. extractionextracted with 4×50 mL of ethyl acetate
3. washThe resulting mixture was washed with 2×50 mL of water and 2×50 mL of brine
4. dry with materialThe mixture was dried over sodium sulfate
5. filtrationThe solids were filtered out
6. concentrationThe resulting mixture was concentrated under vacuum
7. washeluted with petroleum ether/ethyl acetate (5:1)

ORDレコード

ord-15e29229d098487dbe70c98bd9b953b5

出典データセット

uspto-grants-2016_03

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US09289430B2