HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 72512Generated: October 30, 2026
Triethylamine → HCID 67958748, compound
https://huagongshe.com/reaction/72512
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 1-Hydroxybenzotriazole hydrate | HCID 2796029 | — |
| Reactant | Methyl 4-(1-aminocyclopropyl)benzoate hydrochloride | HCID 66824369 | — |
| Reactant | 5-Chloro-2-(3-((2,4-difluorophenyl)amino)azetidin-1-yl)nicotinic acid | HCID 67958080 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67958748 | HCID 67958748 | 173.5% |
Reaction Steps
A mixture of 5-chloro-2-(3-((2,4-difluorophenyl)amino)azetidin-1-yl)nicotinic acid (D118) (40 mg, 0.118 mmol), 1-Hydroxybenzotriazole hydrate (18 mg, 0.118 mmol) and 1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (34 mg, 0.177 mmol) in dimethylformamide (5 ml) was stirred 10 min at room temperature. A solution of methyl 4-(1-aminocyclopropyl)benzoate hydrochloride (D7) (32.2 mg, 0.141 mmol) and triethylamine (0.02 ml, 0.141 mmol) in dry dimethylformamide (2 ml) was added and the mixture was stirred 24 h at room temperature. After solvent evaporation, water (10 ml) was added and the formed precipitate was filtered off and purified by Biotage SNAP-Si (10 g) cartridge eluting with a mixture dichloromethane/methanol from 100/0 to 80/20. Collected fractions, after solvent evaporation afforded the title compound (D169) (105 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08828987B2 |
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| Source dataset | uspto-grants-2014_09 |
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| ORD ID | ord-f9fd8496b8c24567963244c5777053ad |
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| Source note | uspto-grants-2014_09 |
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