Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 59853489 | HCID 59853489 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 59853488 | HCID 59853488 | 87.3% |
Reaction Steps
To a solution of amine 37 (101 mg, 0.220 mmol) in EtOH (5 mL) was added conc. HCl (5 mL). See Scheme 22 (FIG. 24). After the reaction mixture was warmed to 80° C. and stirred for 16 h, the mixture was concentrated under reduced pressure and partitioned between EtOAc and sat. NaHCO3. The organic phase was dried over Na2SO4, filtered, and evaporated under reduced pressure. The crude product was chromatographed on silica gel (eluting 5-7% MeOH/CH2Cl2) to give [4-isopropyl-5-(3-methoxy-phenylsulfanyl)-1-pyridin-4-ylmethyl-1H-imidazol-2-yl]-methanol 38 (71 mg, 87%) as a pale yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07462608B2 |
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| Source dataset | uspto-grants-2008_12 |
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| ORD ID | ord-1288f02e70134c24bb6fe8b68b5093c0 |
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| Source note | uspto-grants-2008_12 |
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