HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1694388Generated: November 1, 2026
Diisopropylethylamine → HCID 58017569, compound
https://huagongshe.com/reaction/1694388
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | HCID 58017570 | HCID 58017570 | — |
| Reactant | 1-[4-(Methoxycarbonyl)phenyl]cyclopropanaminium methane sulfonate | HCID 86761554 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 58017569 | HCID 58017569 | — |
Reaction Steps
5-fluoro-1-[4-(trifluoromethyl)benzyl]-1H-indole-7-carboxylic acid (218 mg, 0.65 mmol), HATU (283 mg, 0.74 mmol) and 1-[4-(methoxycarbonyl)phenyl]cyclopropanaminium methane sulfonate (374 mg, 1.3 mmol) were dissolved in DMF (4 ml), then was added Hunig's base (0.34 ml, 2.0 mmol). The reaction mixture was aged at RT overnight. The mixture was transferred to a separating funnel with EtOAc and NaHCO3 (½ sat.). The organic layer was washed with 4× brine (½ sat.), dried over MgSO4, filtered and the solvent evaporated under reduced pressure. The product was purified by flash chromatography on silica gel. 1H NMR (500 MHz, DMSO-d6): δ 9.25 (s, 1H), 7.75 (d, 2H), 7.55 (m, 4H), 7.20 (m, 3H), 6.90 (d, 2H), 6.65 (d, 1H), 5.65 (s, 2H), 3.85 (d, 3H), 1.20 (m, 2H), 0.95 (m, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08158671B2 |
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| Source dataset | uspto-grants-2012_04 |
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| ORD ID | ord-5052060d9bff4df6b84fdaf262813743 |
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| Source note | uspto-grants-2012_04 |
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