Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | HCID 56598518 | HCID 56598518 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 56598656 | HCID 56598656 | 26% |
Reaction Steps
(E)-ethyl 2-(2-methoxy-5-((2,4,6-trimethoxystyrylsulfonyl)methyl)pyridin-3-ylamino)acetate (20 mg, 0.04 mmol) was added to a solution of ammonia (5 mL 7N in methanol) and H2O (5 mL). The mixture was stirred at 60° C. for 4 h. After evaporated to dryness, the residue was purified by silica gel chromatography, eluting with PE/EtOAc (1:1, v/v) to afford pure product as a brown powder (9.2 mg, 26%). 1H-NMR (CDCl3): δ 3.80 (d, 2H, J=1.6 Hz, CH2), 3.87 (s, 6H, 2×OCH3), 3.87 (s, 3H, OCH3), 4.01 (s, 3H, OCH3), 4.16 (s, 2H, CH2), 5.43 (s, 1H, NH), 6.12 (s, 2H, Ph-H), 6.75 (d, 1H, J=2.0 Hz, Py-H), 7.09 (d, 1H, J=15.6 Hz, CH), 7.56 (d, 1H, J=2.0 Hz, Py-H), 7.81 (d, 1H, J=15.6 Hz, CH); HR-MS (ESI+) m/z 452.1560 [M+H]+ C20H25N3O7S requires 451.1413.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08829003B2 |
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| Source dataset | uspto-grants-2014_09 |
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| ORD ID | ord-333d411dc3d745558d13f7b12f1cbf33 |
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| Source note | uspto-grants-2014_09 |
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