Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | HCID 59632500 | HCID 59632500 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59631812 | HCID 59631812 | 88.1% |
Reaction Steps
To a suspension of 4-(1-(2-chlorophenyl)-3-(trifluoromethyl)-1H-pyrazol-5-yl)-3′-(methylsulfonyl)biphenyl-2-carboxylic acid (0.52 g, 1 mmol) in DCM (6 mL) was added carbonyldimidazole (2.43 mg, 1.5 mmol) and the mixture was stirred for 2 h at 20° C. Morpholine (0.175 mL, 2 mmol) was added and the mixture was stirred overnight at 20° C. Evaporation of solvent gave a crude, which was purified by column chromatography on silica gel eluting with EtOAc-hexane (1:4 to 4:1) to afford (4-(1-(2-chlorophenyl)-3-(trifluoromethyl)-1H-pyrazol-5-yl)-3′-(methylsulfonyl)biphenyl-2-yl)(morpholino)methanone (0.52 g). 1H-NMR (CDCl3): δ 7.97 (m, 2H), 7.77 (d, 1H), 7.64 (m, 1H), 7.58 (m, 1H), 7.46-7.24 (m, 5H), 6.89 (s, 1H), 3.55 (m, 3H), 3.33 (m, 2H), 3.08 (s, 3H), 2.87 (m, 2H), 2.69 (m, 1H). MS(ES): 590 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08703805B2 |
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| Source dataset | uspto-grants-2014_04 |
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| ORD ID | ord-eead0076cc25472d936bae513d243c0a |
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| Source note | uspto-grants-2014_04 |
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