Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Trimethylamine | HCID 1146 | — |
| Reactant | HCID 86708106 | HCID 86708106 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 86708107 | HCID 86708107 | — |
Reaction Steps
A solution of [6-[2-(4-cyano-phenyl)-2H-pyrazol-3-yl]-7-methyl-8-(3-trifluoromethyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl]-carbamic acid 3-chloro-propyl ester (Int. 20, 125 mg, 0.218 mmol) in MeCN (3.5 mL) was treated with trimethylamine solution in EtOH (4.2M, 1.5 mL) and heated for 1 hr at 100° C. using microwave irradiation. A further amount of trimethylamine in EtOH was added (1 mL) and the heating continued at 100° C. for 20 mins. The reaction mixture was concentrated in vacuo then azeotroped with toluene in vacuo. The resultant residue was subjected to preparative C18 HPLC chromatography, eluting with a gradient of 10-70% MeCN in water+0.1% formic acid) to give the title compound as a white solid (20 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09199984B2 |
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| Source dataset | uspto-grants-2015_12 |
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| ORD ID | ord-697a4b417f26420ebadd0e32cd794d4c |
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| Source note | uspto-grants-2015_12 |
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