HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 59446893, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | NoName_3327 | HCID 413085 | — |
| Reactant | 6-[(Cyclopropylmethyl)(propyl)amino]pyrimidine-4-carboxylic acid | HCID 59447000 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59446893 | HCID 59446893 | — |
Reaction Steps
A solution of 6-((cyclopropylmethyl)(propyl)amino)pyrimidine-4-carboxylic acid (Intermediate 21, 230 mg; 0.98 mmol) in DCM (5 ml) was treated with polymer-supported Mukaiyama reagent (400 mg) and triethylamine (0.41 ml; 2.9 mmol) followed by 1H-indazol-4-amine (Key Organics, 150 mg; 1.12 mmol). After stirring at RT for 72 hours the mixture was filtered and washed with saturated sodium bicarbonate solution. The organic phase was passed through a hydrophobic frit and the solvent removed in vacuo. The residue was purified by column chromatography (silica) eluting with petroleum ether containing increasing amounts of EtOAc to give the title compound as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09150519B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-1962d75b59884873ab07c77c93d3ad25 |
| Source note | uspto-grants-2015_10 |