HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1409303Generated: November 1, 2026
1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 66576440, compound
https://huagongshe.com/reaction/1409303
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 2733084 | — |
| Reactant | HCID 86714622 | HCID 86714622 | — |
| Reactant | HCID 178433052 | HCID 178433052 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 66576440 | HCID 66576440 | 59.3% |
Reaction Steps
2-Methyl-1H-imidazole-4-carboxylic acid (0.202 mmol, 0.026 g) was dissolved in DMF (5 ml) under nitrogen atmosphere. EDCI (0.202 mmol, 0.039 g), DIPEA (0.270 mmol, 0.035 g) and HBTU (0.034 mmol, 0.013 g) were added and the resulting mixture was stirred for 20 min at RT. (S)-4-(1-(2-aminopropyl)-1H-pyrazol-3-yl)-2-chloro-3,6-difluorobenzonitrile (0.135 mmol, 0.04 g) dissolved in DMF (2 ml) was added and the resulting mixture was stirred at RT for 3 days. The mixture was diluted with water and EtOAc, washed with 2M Na2CO3, water and brine. The combined organics were dried, filtered and evaporated. The crude product was purified by flash chromatography. 0.0324 g of the title compound was obtained. 1H-NMR (400 MHz, MeOH-d4) δ ppm 1.23 (d, 3H), 2.38 (s, 3H), 4.28-4.47 (m, 2H), 4.48-4.58 (m, 1H), 6.77-6.82 (m, 1H), 7.46 (s, 1H), 7.77 (d, 1H), 7.83-7.96 (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-efe837c3c34843ae879e278030298b1f |
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| Source note | uspto-grants-2014_12 |
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