HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 511190Generated: October 28, 2026
Diisopropylethylamine → HCID 58576215, compound
https://huagongshe.com/reaction/511190
Participants
| Role | Name | HCID | Charge |
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| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 2733084 | — |
| Reactant | Alumina | HCID 9989226 | — |
| Reactant | HCID 58576547 | HCID 58576547 | — |
| Reactant | (4-Nitro-3-trifluoromethyl-phenyl)-piperidin-4-yl-amine hydrochloride | HCID 66671805 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58576215 | HCID 58576215 | 54.2% |
Reaction Steps
To a solution of 4-[4-(5-trifluoromethyl-[1,3,4]thiadiazol-2-yl)-piperazin-1-yl]-butyric acid lithium salt (17 mg; 0.05 mmol, prepared in accordance with Example 152) in tetrahydrofuran (0.5 mL) is added tetramethyl-O-(1H-benzotriazol-1-yl)uronium hexafluorophosphate (19 mg; 0.05 mmol) in dimethylformamide (0.25 mL) A solution of (4-nitro-3-trifluoromethyl-phenyl)-piperidin-4-yl-amine hydrochloride (16 mg; 0.05 mmol, prepared in accordance with Example 8) in dimethylformamide (0.25 mL) and diisopropylethyl amine (25 μL; 0.15 mmol) are then added and the reaction is stirred. After 3 hours at room temperature, aluminium oxide (90 active basic) is added and stiffing is continued for 40 minutes. The solids are removed by filtration and the filtrate is concentrated under high vacuum. The obtained residue is purified by preparative HPLC to afford the desired compound (16 mg; 0.0271 mmol). The structure was confirmed using Protocol I-D. Calculated mass=596; observed mass=596; HPLC retention time=1.42 min
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09096524B2 |
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| Source dataset | uspto-grants-2015_08 |
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| ORD ID | ord-6b57fa2fd246483e9be2b736801a496b |
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| Source note | uspto-grants-2015_08 |
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