HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1754441Generated: October 28, 2026
Benzenesulfonic Acid → 4-((7R,8aS)-octahydro-5,5-dimethylindolizin-7-ylamino)-2-(4-(2-hydroxy-2-methylpropoxy)-2-fluoro-5-(4,5-dihydro-4-methyl-5-oxotetrazol-1-yl)phenylamino)pyrimidine-5-carbonitrile
https://huagongshe.com/reaction/1754441
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzenesulfonic Acid | HCID 7371 | — |
| Reactant | (7R,8aS)-N-(2-chloro-5-cyanopyrimidin-4-yl)-octahydro-5,5-dimethylindolizin-7-amine | HCID 86704483 | — |
| Reactant | 1-(5-amino-2-(2-hydroxy-2-methylpropoxy)-4-fluorophenyl)-4-methyl-1H-tetrazol-5(4H)-one | HCID 86704484 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | 4-((7R,8aS)-octahydro-5,5-dimethylindolizin-7-ylamino)-2-(4-(2-hydroxy-2-methylpropoxy)-2-fluoro-5-(4,5-dihydro-4-methyl-5-oxotetrazol-1-yl)phenylamino)pyrimidine-5-carbonitrile | HCID 71811559 | 80% |
Reaction Steps
A mixture of 1-(5-amino-2-(2-hydroxy-2-methylpropoxy)-4-fluorophenyl)-4-methyl-1H-tetrazol-5(4H)-one (305 mg), (7R,8aS)—N-(2-chloro-5-cyanopyrimidin-4-yl)-octahydro-5,5-dimethylindolizin-7-amine (262 mg), and benzenesulfonic acid (160 mg) in IPA (2 mL) were heated to 80° C. overnight. After cooling to ambient temperature, the crude mixture was concentrated to dryness. The crude product was absorbed onto silica gel and purified by CombiFlash chromatography (2N NH3 in MeOH/CH2Cl2=0-30%) to give desired product (386 mg, 80%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09169249B2 |
|---|
| Source dataset | uspto-grants-2015_10 |
|---|
| ORD ID | ord-80b979e4ecf443af89db251fc0077a86 |
|---|
| Source note | uspto-grants-2015_10 |
|---|
