HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1707656Generated: October 29, 2026
Hydrochloric Acid → HCID 178477330, compound
https://huagongshe.com/reaction/1707656
Participants
| Role | Name | HCID | Charge |
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| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Triethylamine hydrochloride | HCID 11130 | — |
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | 3-[4-(4-chloro-2-cyano-1-pyrrolyl)benzyl]-2-ethylthio-7-methyl-3H-imidazo[4,5-b]pyridine | HCID 18961912 | — |
| Solvent | 1,3-Dimethyl-2-imidazolidinone | HCID 6661 | — |
| Product | HCID 178477330 | HCID 178477330 | 81.9% |
Reaction Steps
To a mixture of 3-[4-(4-chloro-2-cyano-1-pyrrolyl)benzyl]-2-ethylthio-7-methyl-3H-imidazo[4,5-b]pyridine (846 mg) in 1,3-dimethyl-2-imidazolidinone (10 ml) was added sodium azide (539 mg) and triethylamine hydrochloride (1.425 g) and stirred at 135° C. for 24 hours. The reaction mixture was poured into ice-water and the pH value was adjusted to 4 with 7% hydrochloric acid, extracted with ethyl acetate (twice) and the organic layer was washed with water, dried over magnesium sulfate and evaporated. The residue was crystallized from methyl cyanide and washed hot methyl cyanide to give 3-[4-[4-chloro-2-(1H-tetrazol-5-yl)-1-pyrrolyl]-benzyl]-2-ethylthio-7-methyl-3H-imidazo[4,5-b]pyridine(766 mg) as a brown solid. mp: 88°-90° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05354759 |
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| Source dataset | uspto-grants-1994_10 |
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| ORD ID | ord-fccb61eba3254dec942e4a94da6baf49 |
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| Source note | uspto-grants-1994_10 |
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