Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylamine | HCID 674 | — |
| Reactant | HCID 58091600 | HCID 58091600 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 58091559 | HCID 58091559 | 103.6% |
Reaction Steps
A solution of the ester from Step 3 of Example 54 (39 mg, 0.084 mmol), 40% aqueous dimethylamine (1 mL, 7.90 mmol) in MeOH (0.5 mL) was attempted to heat to 220° C. under microwave, but stopped due to high pressure (>19 psi). The mixture was then heated to ˜150° C. under microwave for 1 h. Purification by reverse phase HPLC (Sunfire S10 30×250 mm column, 55 to 85% solvent B gradient) gave the expected product (47.3 mg, 70% yield). MS (ES+) m/z: 461 (M+H); LC retention time: 3.67 min (analytical HPLC Method A).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08304539B2 |
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| Source dataset | uspto-grants-2012_11 |
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| ORD ID | ord-2ba0ec55798c463a9b9a1feb6d6b555b |
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| Source note | uspto-grants-2012_11 |
|---|