Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 53311315 | HCID 53311315 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 53311316 | HCID 53311316 | 94% |
Reaction Steps
To a stirred solution of [6-(2-[1,3]dioxolan-2-yl-thiazol-5-yl)-pyridin-2-yl]-(4-methyl-pyridin-2-yl)-amine (270 mg, 0.793 mmol) in THF (8 mL) was added 2N HCl (2 mL). The mixture was heated at 60° C. overnight. After cooling, saturated NaHCO3 was added to basic pH then the aqueous phase was extracted with ethyl acetate. The combined organic layers were washed with brine, dried over MgSO4, filtered and evaporated under reduced pressure to afford the title compound as a yellow solid (220 mg, 94%). 1H NMR (DMSO-d6, 300 MHz): δ=9.94 (s, 1H), 9.83 (s, 1H), 8.87 (s, 1H), 8.12 (d, J=4.9 Hz, 1H), 7.90 (s, 1H), 7.78 (m, 1H), 7.64 (d, J=7.6 Hz, 1H), 7.53 (d, J=8.4 Hz, 1H), 6.80 (d, J=5.1 Hz, 1H), 2.35 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08962665B2 |
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| Source dataset | uspto-grants-2015_02 |
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| ORD ID | ord-793ed9122a25412e85bbd19faa71ac09 |
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| Source note | uspto-grants-2015_02 |
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