HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 11702297, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 5-Cyano-2-furoyl chloride | HCID 20259039 | — |
| Reactant | 3-Methyl-2-(1-piperidinyl)aniline | HCID 69307787 | — |
| Product | HCID 11702297 | HCID 11702297 | 12% |
Reaction Steps
Using a procedure similar to example 3, step (d), 3-methyl-2-piperidin-1-yl-phenylamine (68 mg, 0.35 mmol, as prepared in the previous step) was allowed to react with 5-cyano-furan-2-carbonyl chloride (65 mg, 0.42 mmol) in the presence of DIEA (134 μL, 0.77 mmol) to afford 13 mg (12%) of the title compound as a waxy yellow solid. 1H-NMR (CDCl3, 400 MHz): δ 10.7 (br s, 1H), 8.33 (d, 1H, J=8.0 Hz), 7.27 (d, 1H, J=3.7 Hz), 7.22 (dd, 1H, 3.7 Hz), 7.12 (t, 1H, J=7.9 Hz), 6.87 (dd, 1H, J=0.7, 7.7 Hz), 3.22-3.28 (m, 2H), 2.88-2.91 (m, 1H), 2.41 (s, 3H), 2.01-2.04 (m, 1H), 1.80-1.86 (m, 4H), 1.43-1.47 (m, 1H); Mass spectrum (ESI, m/z): Calcd. for C18H19N3O2, 310.1 (M+H), found 310.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07427683B2 |
| Source dataset | uspto-grants-2008_09 |
| ORD ID | ord-9aa5823775294fbab5666c403522cb8b |
| Source note | uspto-grants-2008_09 |