Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | HCID 68552689 | HCID 68552689 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 24863632 | HCID 24863632 | 91.1% |
Reaction Steps
A solution of 1-(1-(4-chloro-3-methoxyphenyl)piperidin-4-yl)-2-(4-chloro-5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)ethanamine (49 mg, 0.109 mmol) in anhydrous DCM (1.5 mL) was treated with acetic anhydride (0.012 mL, 0.130 mmol) and DMAP (1.3 mg, 11 μmol), and the resultant mixture was stirred at RT for 1.5 h. After this time, the mixture was diluted with DCM (5 mL) and then washed sequentially with saturated NaHCO3 and brine. The organic extract was dried (MgSO4) and concentrated in vacuo to give N-(1-(1-(4-chloro-3-methoxyphenyl)piperidin-4-yl)-2-(4-chloro-5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)ethyl)acetamide (49 mg), which was used without further purification in the reaction below. LC-MS: 493.25, [M+H]+; tR=3.08 min (method b).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08354432B2 |
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| Source dataset | uspto-grants-2013_01 |
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| ORD ID | ord-bbc40e43a0f3461fa7d151ae0aecb2ff |
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| Source note | uspto-grants-2013_01 |
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