Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 86689831 | HCID 86689831 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 86689832 | HCID 86689832 | 99.5% |
Reaction Steps
To a solution of (R)—N—((S)-1-(1H-pyrrolo[3,2-b]pyridin-5-yl)ethyl)-2-methylpropane-2-sulfinamide (597.0 mg, 2.25 mmol) in anhydrous MeOH (9 mL) was added HCl (4.0 mol/L) in dioxane (11 mL). The reaction mixture was stirred at 40° C. under N2 for 7 h. Volatile solvent was removed under reduced pressure. The crude product was triturated with MeOH/ether until solid is seen. The light yellow solid was filtered and dried under high vacuum to afford 524.0 mg (99.5%) of the desired product as HCl salt: 1H NMR (400 MHz, DMSO-d6) δ 12.57 (s, 1H), 9.00 (s, 3H), 8.42 (d, J=6.8 Hz, 1H), 8.10 (s, 1H), 7.74 (d, J=7.4 Hz, 1H), 6.79 (s, 1H), 4.88 (s, 1H), 1.67 (d, J=6.8 Hz, 3H); MS (ESI) m/z: 162.1 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08815877B2 |
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| Source dataset | uspto-grants-2014_08 |
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| ORD ID | ord-55de9d51448e414d943a056ad9c9ba00 |
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| Source note | uspto-grants-2014_08 |
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