Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Carbon Dioxide | HCID 280 | — |
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | HCID 67147346 | HCID 67147346 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67147345 | HCID 67147345 | 81% |
Reaction Steps
(1-(5-Fluoro-2-methoxy-3-methylphenyl)ethyl)-2-(methylsulfonyl)-5-(piperazin-1-yl)benzenamine (60 mg, 0.14 mmol) was dissolved in dichloromethane (1.5 mL). The solution was cooled in a bath with dry ice and methanol. Hydrochloric acid (1.0 mL, 2.0 M in ether) was added slowly. The mixture was warmed to room temperature. The precipitate was filtered and washed with diethyl ether gave (1-(5-Fluoro-2-methoxy-3-methylphenyl)ethyl)-2-(methylsulfonyl)-5-(piperazin-1-yl)benzenamine hydrochloride salt as a white solid (52 mg, 81%): 1H NMR (400 MHz, CD3OD): 1H NMR (400 MHz, CD3OD): δ 7.71 (d, 1H), 6.94 (dd, 1H), 6.85 (dd, 1H), 6.59 (d, 1H), 6.39 (dd, 1H), 4.95 (bs, 3H), 4.88 (m, 1H), 3.79 (s, 3H), 3.34-3.15 (m, 4H), 3.15 (s, 3H), 2.98 (m, 4H), 2.32 (s, 3H), 1.49 (d, 3H). MS (ESI) m/z: Calculated: 421.18; Observed: 422.2 (M+H+); (C21H28FN3O3S.HCl).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07968538B2 |
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| Source dataset | uspto-grants-2011_06 |
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| ORD ID | ord-996f14819ab04ccfb165831b9dffbc63 |
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| Source note | uspto-grants-2011_06 |
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