Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Fumaric Acid | HCID 444972 | — |
| Reactant | HCID 57640346 | HCID 57640346 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 68574582 | HCID 68574582 | 75.1% |
Reaction Steps
Isobutyl-(piperidin-4-yl)-[(thiazol-4-yl)methyl]-amine (380 mg, 1.50 mmol, 1 eq.) is dissolved in a 1:1 mixture of diethyl ether and dichloromethane. Fumaric acid (191.5 mg, 1.65 mmol, 1.1 eq.) is dissolved in hot anhydrous methanol (1 ml) and then added to the solution of free base. Precipitation occurred upon cooling at 0° C. for 3 days. The precipitate is filtered, rinsed with ether, and dried in a vacuum oven (40° C.) overnight to give the title compound (416 mg, 75%). m/z=254 (M+1); 1H NMR (CD3OD): δ=8.94 (1H, d), 7.44-7.43 (1H, m), 6.68 (2H, s), 3.88 (2H, s), 3.43 (2H, brd), 2.99-2.85 (3H, m) 2.33 (2H, d), 2.04 (2H, brd), 1.83-1.63 (3H, m), 0.87 (6H, d).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07521462B2 |
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| Source dataset | uspto-grants-2009_04 |
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| ORD ID | ord-e55ea10d7b8146c6af4ce929b5553011 |
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| Source note | uspto-grants-2009_04 |
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