Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | HCID 90042012 | HCID 90042012 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 118307645 | HCID 118307645 | — |
Reaction Steps
Methanesulfonyl chloride (0.017 g, 0.150 mmol) and triethylamine (0.028 ml, 0.200 mmol) were added to a solution of 5-methyl-N3-[4-(trifluoromethyl)pyrimidin-2-yl]biphenyl-3,3′-diamine (0.034 g, 0.100 mmol) in DCM (1.00 ml) and stirred for 14 hours at room temperature. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in DMSO (1 mL), then purified by mass triggered reverse phase HPLC to give N-(3′-methyl-5′-{[4-(trifluoromethyl)pyrimidin-2-yl]amino}biphenyl-3-yl)methanesulfonamide. MS ESI calcd. for C19H18F3N4O2S [M+H]+ 423, found 423. 1H NMR (600 MHz, DMSO-d6) δ 10.21 (s, 1H), 8.78 (d, J=4.9 Hz, 1H), 7.83 (s, 1H), 7.52 (s, 1H), 7.40 (dt, J=15.7, 4.8 Hz, 2H), 7.30 (d, J=7.7 Hz, 1H), 7.23 (d, J=4.9 Hz, 1H), 7.17 (dd, J=8.0, 1.3 Hz, 1H), 7.04 (s, 1H), 2.99 (s, 3H), 2.32 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09353066B2 |
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| Source dataset | uspto-grants-2016_05 |
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| ORD ID | ord-d0dbdcc6f17f4aebb7b53348258efff4 |
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| Source note | uspto-grants-2016_05 |
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