HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 67155940, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 2,6-Difluoro-3-[(propylsulfonyl)amino]benzoic acid | HCID 46192923 | — |
| Reactant | HCID 67155914 | HCID 67155914 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67155940 | HCID 67155940 | 23.3% |
Reaction Steps
2-Ethyl-1H-pyrrolo[2,3-b]pyridin-5-amine (0.100 g, 0.62 mmol), 2,6-difluoro-3-(propylsulfonamido)benzoic acid (0.182 g, 0.65 mmol), EDCI (0.125 g, 0.65 mmol) and HOBt (0.084 g, 0.65 mmol) were dissolved in DMF (1.5 mL) and stirred at room temperature overnight. The solution was then directly purified by reverse phase HPLC to afford N-(2-ethyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-2,6-difluoro-3-(propylsulfonamido)benzamide (0.061 g, 23% yield). 1H NMR (400 MHz, d6-DMSO) δ 11.46 (s, 1H), 10.75 (s, 1H), 9.79 (br s, 1H), 8.26-8.25 (m, 1H), 8.19-8.18 (m, 1H), 7.56-7.50 (m, 1H), 7.24 (t, 1H), 6.18-6.17 (m, 1H), 3.13-3.09 (m, 2H), 2.74 (q, 2H), 1.77 (sx, 2H), 1.28 (t, 3H), 0.99 (t, 3H); m/z (ES-MS) 423.2 (100.0%) [M+1].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08338452B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-34af4143eb9344e68ebb91da0b9af99d |
| Source note | uspto-grants-2012_12 |