HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → 2-Cycloheptyl-N-(2-methyl-1-oxo-1,2-dihydroisoquinolin-5-yl)acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-Cycloheptylacetic acid | HCID 227401 | — |
| Reactant | Tetramethylfluoroformamidinium hexafluorophosphate | HCID 2774761 | — |
| Reactant | 5-Amino-2-methyl-1(2H)-isoquinolinone | HCID 12220344 | — |
| Product | 2-Cycloheptyl-N-(2-methyl-1-oxo-1,2-dihydroisoquinolin-5-yl)acetamide | HCID 24785586 | — |
Reaction Steps
5-Amino-2-methyl-2H-isoquinolin-1-one (50 mg, 0.0003 mol), 2-cycloheptylacetic acid (90 mg, 0.0006 mol), fluoro-N,N,N′,N′-tetramethylformamidinium hexafluorophosphate (200 mg, 0.0006 mol), N,N-diisopropylethylamine (100 mg, 0.0009 mol) were stirred in methylene chloride (2 mL, 0.03 mol) at room temperature over 72 hours. The mixture was purified via flash chromatography (12 g of silica gel, 0-50% EtOAc/Hexane) to give a yellow solid. 1H NMR δ (CDCl3) δ: 8.31 (d, J=7.9 Hz, 1H), 7.95-7.92 (m, 1H), 7.47 (t, J=7.9 Hz, 1H), 7.20 (br, 1H), 7.11 (d, J=7.6 Hz, 1H), 6.41 (d, J=7.5 Hz, 1H), 3.60 (s, 3H), 2.37 (d, J=7.3 Hz, 2H), 2.17 (br, 1H), 1.86-1.25 (12H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08546579B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-545909074151480dbe79e6dc2f1b1cd5 |
| Source note | uspto-grants-2013_10 |