Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Butyl isocyanate | HCID 8110 | — |
| Reactant | HCID 67059707 | HCID 67059707 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane methanol | HCID 21226129 | — |
| Product | HCID 67059654 | HCID 67059654 | 48.2% |
Reaction Steps
(6-Aminopyridin-3-yl)(4-benzylpiperazin-1-yl)methanone (90 mg, 0.304 mmol) and n-butyl isocyanate (103 μl, 91 mg, 0.914 mmol) were combined in dimethylformamide (3 mL) and the mixture was heated to 100° C. for 6 hours. After this time the mixture was taken up in dichloromethane/methanol and loaded on to a strong cation exchange column (2 g) and washed with dichloromethane/methanol. Elution of the column with 2M ammonia in methanol gave a residue that was further purified by silica chromatography (eluting with 5% methanol/dichloromethane) to give the title compound (58 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08357679B2 |
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| Source dataset | uspto-grants-2013_01 |
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| ORD ID | ord-5f64e295dd464c8f944b0df8d58f1cc2 |
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| Source note | uspto-grants-2013_01 |
|---|