Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Carbon Dioxide | HCID 280 | — |
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | HCID 67147660 | HCID 67147660 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67148145 | HCID 67148145 | 167.2% |
Reaction Steps
(1-(5-Fluoro-2-methoxy-3-chlorophenyl)ethyl)-2-(methylsulfonyl)-5-(piperazin-1-yl)benzenamine (70 mg, 0.15 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-chlorophenyl)ethyl)-2-(methylsulfonyl)-5-(piperazin-1-yl)benzenamine hydrochloride salt as a white solid (60 mg, 84%): 1H NMR (400 MHz, CD3OD): δ 7.54 (d, 1H), 7.04 (m, 2H), 6.39 (d, 1H), 6.55 (s, 1H), 4.88 (m, 1H), 4.84 (bs, 3H), 3.88 (s, 3H), 3.41 (m, 4H), 3.21 (m, 4H), 1.59 (d, 3H). MS (ESI) m/z: Calculated: 441.13; Observed: 442.2 (M+H+); (C20H25ClFN3O3S.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-6baf09fecc964c78baede7378defb28c |
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| Source note | uspto-grants-2011_06 |
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