HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 633385Generated: October 30, 2026
Benzenesulfonic Acid → Benzenesulfonic Acid
https://huagongshe.com/reaction/633385
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-4-fluoro-2-hydroxyphenyl)-4-methyl-1H-tetrazol-5(4H)-one | HCID 136344407 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | Benzenesulfonic Acid | HCID 7371 | — |
| Product | 1-(5-(4-((7R,8aS)-octahydro-5,5-dimethylindolizin-7-ylamino)-5-cyanopyrimidin-2-ylamino)-4-fluoro-2-hydroxyphenyl)-4-methyl-1H-tetrazol-5(4H)-one | HCID 136344408 | — |
Reaction Steps
A mixture of 1-(5-amino-4-fluoro-2-hydroxyphenyl)-4-methyl-1H-tetrazol-5(4H)-one (210 mg), (7R,8aS)-N-(2-chloro-5-cyanopyrimidin-4-yl)-octahydro-5,5-dimethylindolizin-7-amine (220 mg), and benzenesulfonic acid (200 mg) in IPA (2 mL) were heated to 80° C. for 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 compound 1-(5-(4-((7R,8aS)-octahydro-5,5-dimethylindolizin-7-ylamino)-5-cyanopyrimidin-2-ylamino)-4-fluoro-2-hydroxyphenyl)-4-methyl-1H-tetrazol-5(4H)-one (540 mg with some benzenesulfonic acid).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09321763B2 |
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| Source dataset | uspto-grants-2016_04 |
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| ORD ID | ord-acba6897409648e89581a4e866d2068a |
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| Source note | uspto-grants-2016_04 |
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