Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Iodine | HCID 807 | — |
| Reactant | Thiourea | HCID 2723790 | — |
| Reactant | HCID 86710623 | HCID 86710623 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 86710680 | HCID 86710680 | 98.1% |
Reaction Steps
To a microwave vial containing ethanol (1.2 mL) was added 6-methoxy-5-(6-(methyl(2,2,6,6-tetramethylpiperidin-4-yl)amino)pyridazin-3-yl)-2,3-dihydro-1H-inden-1-one (Intermediate 7-1, 100 mg, 0.25 mmol), thiourea (55.9 mL, 0.73 mmol), and iodine (124 mg, 0.49 mmol). The reaction mixture was stirred at 100° C. for 3 hours. The mixture was diluted with MeOH and loaded onto an SCX column. The crude material was washed with methanol then eluted with 2 N ammonia in methanol. The product-containing fractions were concentrated to afford 5-methoxy-6-(6-(methyl(2,2,6,6-tetramethylpiperidin-4-yl)amino)pyridazin-3-yl)-8H-indeno[1,2-d]thiazol-2-amine (114 mg) MS [M+H+]=465.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08729263B2 |
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| Source dataset | uspto-grants-2014_05 |
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| ORD ID | ord-ca5ac92cdc2a4e488443587ad2c166c1 |
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| Source note | uspto-grants-2014_05 |
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