HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → HCID 86725298, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | HCID 86725297 | HCID 86725297 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86725298 | HCID 86725298 | 99% |
Reaction Steps
A solution of 5-(2-amino-5-ethynylpyrimidin-4-yl)-2-(5-chloro-2-methylphenyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrole-3-carboxylic acid (338 mg, 0.7 mmol) in dry THF (5 mL) and DIPEA (0.48 mL, 2.8 mmol) was stirred at 0° C. EDCl (268 mg, 1.4 mmol), HOBT.NH3 (213 mg, 1.4 mmol) were added and the reaction mixture was stirred at room temperature overnight. The solvent was evaporated, the residue taken-up in saturated solution of NaHCO3 and extracted with EtOAc. The combined organic layers were dried over sodium sulfate to obtain the title compound as a light-orange oil (334 mg, 99%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08912200B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-9484da74b8f8417eac58d25cc37c6071 |
| Source note | uspto-grants-2014_12 |