HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1409313Generated: October 30, 2026
1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 66576438, compound
https://huagongshe.com/reaction/1409313
Participants
| Role | Name | HCID | Charge |
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| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 6-Cyanoimidazo[1,2-a]pyridine-2-carboxylic acid | HCID 23155481 | — |
| Reactant | (S)-4-(1-(2-aminopropyl)-1H-pyrazol-3-yl)-2-chloro-6-fluorobenzonitrile | HCID 67170587 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 66576438 | HCID 66576438 | 20.4% |
Reaction Steps
6-Cyanoimidazo[1,2-a]pyridine-2-carboxylic acid (0.770 mmol, 0.144 g), HOBt (0.770 mmol, 0.104 g) and DIPEA (1.539 mmol, 0.199 g) were dissolved in DCM (5 ml) and DMF (1 ml). EDCI (0.770 mmol, 0.148 g) was added and the resulting mixture was stirred for 10 min at RT. (S)-4-(1-(2-aminopropyl)-1H-pyrazol-3-yl)-2-chloro-6-fluorobenzonitrile (0.592 mmol, 0.22 g) dissolved in small amount of DCM was added and the reaction mixture was stirred overnight at RT. The mixture was diluted with DCM, washed with 1M Na2CO3 and water. The organic phase was dried, filtered and evaporated. The crude product was purified by trituration from ACN. 0.054 g of the title compound was obtained. 1H-NMR (400 MHz, DMSO-d6): δ 1.15 (d, 3H), 4.31-4.45 (m, 2H), 4.46-4.57 (m, 1H), 7.00 (d, 1H), 7.61-7.66 (m, 1H), 7.72-7.77 (m, 1H), 7.86-7.92 (m, 2H), 7.93-7.96 (m, 1H), 8.35-8.37 (m, 1H), 8.69 (d, 1H), 9.34-9.37 (m, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08921378B2 |
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| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-bafe63ed9dc344fc8c96f4b07ff50371 |
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| Source note | uspto-grants-2014_12 |
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