HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 2-Phenyl-pyrimidine-5-carboxylic acid (2-sulfamoyl-ethyl)-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Taurinamide | HCID 101263 | — |
| Reactant | 2-phenylpyrimidine-5-carbonyl Chloride | HCID 10632637 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-Phenyl-pyrimidine-5-carboxylic acid (2-sulfamoyl-ethyl)-amide | HCID 16666175 | — |
Reaction Steps
To a solution of 2-phenyl-pyrimidine-5-carboxylic acid chloride (1.51 mmol) and 2-amino-ethanesulfonic acid amide (1.51 mmol) in DCM (15 mL) is added diisopropylethylamine (4.53 mmol). The mixture is stirred at room temperature overnight. The mixture is concentrated in vacuo. The residue is washed with water and DCM to afford 2-phenyl-pyrimidine-5-carboxylic acid (2-sulfamoyl-ethyl)-amide as a solid. MS: 307 (M+H); 1H NMR (300 MHz, DMSO-d6): δ 3.25 (q, 2H), 3.67 (m, 2H), 6.93 (s, N—H), 7.47-7.60 (m, 3H), 8.36-8.48 (m, 2H), 8.92-9.15 (m, N—H), 9.16-9.36 (m, 2H); IC50=55 nM.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08202863B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-369611d106f543dc8e23599b32b3dc2b |
| Source note | uspto-grants-2012_06 |