Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Tert-butylpiperazine | HCID 3530572 | — |
| Reactant | HCID 58286948 | HCID 58286948 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 44537857 | HCID 44537857 | — |
Reaction Steps
3-Bromomethyl-8-fluoro-1-oxo-2-pyridin-3-yl-1,2-dihydro-isoquinoline-4-carboxylic acid[(S)-cyclopropyl-(3-fluoro-phenyl)-methyl]-amide (118 mg, 0.225 mmol) was dissolved in THF (6 mL) mmol) and 1-tert-butyl-piperazine (64.0 mg, 0.450 mmol) and triethylamine (62 μL, 0.44 mmol) were added. The reaction mixture was stirred overnight at room temperature and concentrated in vacuo. The residue was subjected to preperative TLC on silica gel (eluent: 80% ethyl acetate, 10% methanol, 10% triethylamine). The product-containing fraction was dissolved in methanol and the product precipitated on addition of water. After filtration and drying 3-(4-tert-butyl-piperazin-1-ylmethyl)-8-fluoro-1-oxo-2-pyridin-3-yl-1,2-dihydro-isoquinoline-4-carboxylic acid [(S)-cyclopropyl-(3-fluoro-phenyl)-methyl]-amide was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08415356B2 |
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| Source dataset | uspto-grants-2013_04 |
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| ORD ID | ord-a968c692abe4487ba532696a18f05ed7 |
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| Source note | uspto-grants-2013_04 |
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