HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → HCID 86725302, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | HCID 71239580 | HCID 71239580 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86725302 | HCID 86725302 | 169.9% |
Reaction Steps
Crude 5-(2-amino-5-bromopyrimidin-4-yl)-2-(5-chloro-2-ethylphenyl)-1H-pyrrole-3-carboxylic acid (200 mg, 0.47 mmol) in DMF (2 mL) and DIPEA (0.332 mL, 1.89 mmol) was stirred at 0° C. EDCl (180 mg, 0.94 mmol) and HOBT.NH3 (143 mg, 0.94 mmol) were added and the reaction mixture was stirred for 2 h at room temperature. The reaction mixture was poured into saturated solution of sodium hydrogen carbonate. The solid was filtered with suction and the panel washed thoroughly with water and dried under vacuum in an oven at 50° C. The crude compound may be purified by flash chromatography (DCM/MeOH 95/5) to give the title compound (336 mg, 85%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08912200B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-7af167407518421cbf9f4930792efe18 |
| Source note | uspto-grants-2014_12 |