Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | HCID 22091522 | HCID 22091522 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 10146154 | HCID 10146154 | 24% |
Reaction Steps
A solution of 130 mg (0.2 mmol) N-({3-[(5-bromo-2-methoxyphenyl)methyl]-6-chloro(imidazolo[1,2-b]pyridazin-2-yl)}methyl)(2-chloro-3,4-dimethoxyphenyl)-N-(3-methylbutyl)carboxamide in DMSO (3 mL) is treated with 2M methyl amine in THF 1.5 mL (3.0 mmol). The reaction mixture is heated to 150° C. in a sealed tube for 18 hr and following cooling partitioned between ethyl acetate and water. The organic extract is washed with 5×10 mL water, dried over anhydrous MgSO4 and the solvent removed in vacuo to give the crude residue. The residue is prep-plate chromatographed (9% MeOH/CH2Cl2/0.5% NH4OH) to afford 31 mg (24%) of the title compound. Mass Spec m/z (M++1) 646.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06420365B1 |
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| Source dataset | uspto-grants-2002_07 |
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| ORD ID | ord-a6cca5edc52249c8a5673e06a497cd7e |
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| Source note | uspto-grants-2002_07 |
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