HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1802219Generated: October 26, 2026
Diisopropylethylamine → HCID 67779881, compound
https://huagongshe.com/reaction/1802219
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Propylphosphoric anhydride | HCID 16167369 | — |
| Reactant | 4-(Methoxycarbonyl)-1-methyl-1H-pyrazole-5-carboxylic acid | HCID 45923681 | — |
| Reactant | HCID 67775863 | HCID 67775863 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67779881 | HCID 67779881 | 67.5% |
Reaction Steps
A mixture of 2-(pyridin-3-yl)-[1,2,4]triazolo[1,5-a]pyridin-7-amine (468 mg, 2.22 mmol), 4-(methoxycarbonyl)-1-methyl-1H-pyrazole-5-carboxylic acid (490 mg, 2.66 mmol), propylphosphonic anhydride (50% in ethyl acetate, 3.26 ml, 5.54 mmol) and N,N-diisopropylethylamine (1.51 ml, 8.86 mmol) in tetrahydrofurane (15 ml) is stirred for 18 hours at 70° C. under nitrogen atmosphere. The solvent is evaporated and the residue triturated with sat. aqueous sodium bicarbonate solution. The solid is collected by filtration, washed with water and dried affording methyl 1-methyl-5-(2-(pyridin-3-yl)-[1,2,4]triazolo[1,5-a]pyridin-7-ylcarbamoyl)-1H-pyrazole-4-carboxylate (564 mg, 67.5%) as a light brown solid. mp.: 228-231° C. MS: m/z=378.5 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08349824B2 |
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| Source dataset | uspto-grants-2013_01 |
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| ORD ID | ord-3aa353ae5b2d407083d42b0cc2f55b7e |
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| Source note | uspto-grants-2013_01 |
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