Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | 4-Bromoaniline | HCID 7807 | — |
| Reactant | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Reactant | HCID 118006058 | HCID 118006058 | — |
| Solvent | Diphenyl Ether | HCID 7583 | — |
| Product | HCID 178437401 | HCID 178437401 | — |
Reaction Steps
A mixture containing methyl 2-(4-(1H-pyrazol-1-yl)benzyl)-3-oxopentanoate (2.7 g, 9.4 mmol, Intermediate 32: step b), 4-bromoaniline (1.6 g, 9.4 mmol), and para-toluenesulfonic acid monohydrate (162 mg, 0.943 mmol) in diphenyl ether (31 mL) was heated to 220° C. After 2 hours, the flask was cooled to 23° C. Diethyl ether (50 mL) was added resulting in the formation of a solid. The heterogeneous mixture was stirred at 23° C. After 30 minutes, the mixture was filtered through filter paper and the filter cake was rinsed with diethyl ether. The solids were collected and dried to afford the title compound which was taken onto the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09284308B2 |
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| Source dataset | uspto-grants-2016_03 |
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| ORD ID | ord-abda46d48f8e4ea5af06827114e5aeb4 |
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| Source note | uspto-grants-2016_03 |
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