HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 849404Generated: October 25, 2026
Phosphorus pentachloride → 6-Chloro-2-methyl-3-nitropyridine
https://huagongshe.com/reaction/849404
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Phosphorus pentachloride | HCID 24819 | — |
| Reactant | 2-Chloro-6-methyl-3-nitropyridine | HCID 1268230 | — |
| Reactant | (R)-7-cyano-2,3,4,5-tetrahydro-1-[(((1,1-dimethylethoxy)-carbonyl)-1H-imidazol-4-yl)methyl]-4-(methylsulfonyl)-3-(phenylmethyl)-1H-1,4-benzodiazepine | HCID 69841490 | — |
| Reactant | HCID 178426723 | HCID 178426723 | — |
| Reactant | 7-Bromo-2,3,4,5-tetrahydro-1-(1H-imidazol-4-ylmethyl)-4-(1-naphthalenylcarbonyl)-1H-1,4-benzodiazepine, hydrochloride | HCID 178479667 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 6-Chloro-2-methyl-3-nitropyridine | HCID 253123 | — |
Reaction Steps
A mixture of Compound A, 2-hydroxy-3-nitro-6-methylpyridine (0.93 g, 6.05 mmol) and phosphorus pentachloride (48.9 g, 235 mmol) in toluene (10 mL) was heated at 92° C. for 16 hours and cooled to 0° C. Ice was added and the mixture was stirred and partitioned. The aqueous layer was washed with toluene and the combined organic phases were dried (magnesium sulfate), filtered and evaporated to afford 1.03 g of a 6:1 mixture of Compound B and 2-chloro-3-nitro-6-methylpyridine (100%) as a reddish brown crystalline semi-solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06011029 |
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| Source dataset | uspto-grants-2000_01 |
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| ORD ID | ord-4e129fb7444641a7905a612e737b6e32 |
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| Source note | uspto-grants-2000_01 |
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