HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 66987535, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-(Methylsulfonyl)ethanamine | HCID 4340561 | — |
| Reactant | Methyl 4-fluoro-3-nitrobenzoate | HCID 5219721 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 66987535 | HCID 66987535 | 83% |
Reaction Steps
To a solution of 2-methanesulfonylethylamine (1.3 g, 10.56 mmol) and DIPEA (3.5 mL, 31.69 mmol) in DMF (15 mL) was added 4-fluoro-3-nitro-benzoic acid methyl ester (1.2 g, 15.84 mmol) in portions. The reaction mixture was allowed to stir for 15 h at room temperature. It was then diluted with water and extracted with EtOAc. The organic layers were washed with water, brine and concentrated to give 4-(2-methanesulfonyl-ethylamino)-3-nitro-benzoic acid methyl ester (83%). 1H NMR (300 MHz, CDCl3) δ 8.9 (d, 1H), 8.6 (t, 1H), 8.2 (d, 1H), 6.9 (d, 1H), 4.0 (q, 2H), 3.9 (s, 3H), 3.4 (t, 2H), 3.0 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08053431B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-a780a6e5b77b49c3b6324f4be2bd2203 |
| Source note | uspto-grants-2011_11 |