Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Isobutylamine | HCID 6558 | — |
| Reactant | HCID 86699772 | HCID 86699772 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 57385852 | HCID 57385852 | 83% |
Reaction Steps
To a solution of 50 mg (107 μmol) N-cyclopropyl-4-[6,8-dibromo-2-(hydroxymethyl)imidazo[1,2-a]pyrazin-3-yl]benzamide in 0.71 mL N,N-dimethylformamide were added 32 μL 2-methylpropan-1-amine and the mixture was stirred at 23° C. for 3 hours. Toluene was added and the solvents removed. The residue was purified by chromatography to give 40.7 mg (83%) of the title compound. 1H-NMR (300 MHz d6-DMSO): δ=8.52 (1H, d), 8.12 (1H, t), 7.95 (2H, d), 7.68 (2H, d), 7.50 (1H, s), 5.18 (1H, t), 4.46 (2H, d), 3.23 (2H, m), 2.85 (1H, m), 2.00 (1H, m), 0.87 (6H, m), 0.68 (2H, m), 0.55 (2H, m) ppm. UPLC-MS: RT=1.18 min; m/z 459.4 [MH+]; required MW=458.4.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09284317B2 |
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| Source dataset | uspto-grants-2016_03 |
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| ORD ID | ord-7ca3a7ab009c48feb56c2ec8fbfe071d |
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| Source note | uspto-grants-2016_03 |
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