HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2170854Generated: October 27, 2026
Diisopropylethylamine → HCID 68204542, compound
https://huagongshe.com/reaction/2170854
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 | 4-(4-Chlorophenoxy)piperidine hydrochloride | HCID 17749791 | — |
| Reactant | 4-(boc-aminomethyl)pyridine-2-carboxylic acid | HCID 44630157 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 68204542 | HCID 68204542 | 116.7% |
Reaction Steps
To a stirred solution of 4-(4-chlorophenoxy)piperidine hydrochloride (98 mg, 0.34 mmol), 4-(((tert-butoxycarbonyl)amino)methyl)picolinic acid (100 mg, 0.34 mmol), and N,N-diisopropylethylamine (0.14 mL, 0.79 mmol) in N,N-dimethylformamide (2 mL) was add HBTU (225 mg, 0.60 mmol) at room temperature. After stirring at 60° C. for 2 hours, the mixture was poured into water (5 mL). This was extracted with ethyl acetate (5 mL) and washed with water (5 mL). The organic layer was dried over sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica-gel column chromatography (NH-gel, eluting with ethyl acetate) to give 177 mg (>99% yield) of the title compound as slight brown syrup.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09051296B2 |
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| Source dataset | uspto-grants-2015_06 |
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| ORD ID | ord-1cadf390f6c24297bb45e42e6b3a9773 |
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| Source note | uspto-grants-2015_06 |
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