Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | D-Psicose | HCID 441036 | — |
| Reactant | Methylamine ethanol | HCID 22028356 | — |
| Reactant | HCID 117778697 | HCID 117778697 | — |
| Product | HCID 117779006 | HCID 117779006 | 30% |
Reaction Steps
Methyl 3-(1-(3-(((4-methoxy-6-methyl-2-oxo-1,2-dihydropyridin-3-yl)methy)carbamoyl)-2-methyl-1H-pyrrolo[2,3-b]pyridin-1-yl)ethyl)benzoate (20 mg, 0.041 mmol) was added to 30% methylamine ethanol solution (10 mL). The mixture was stirred under 50 Psi at 100° C. for 12 hours in a 100 mL of sealed tube. The solvent was evaporated and the residue was purified by preparative-HPLC (Instrument: Gilson GX281 Column: ASB C18 150*25 mm*5 um Mobile phase A: water with 0.05% ammonia solution Mobile phase B: MeCN Column temperature: 30° C. Gradient: 17-47% B 15 min) to afford the title compound (17.4 mg, yield: 30%). LRMS (M+H+) m/z: calcd 488.22. found 488.0. 1H NMR (400 MHz, chloroform-d) δ ppm 2.01 (d. J=7.28 Hz, 3H) 2.26 (s, 3H) 2.50 (s, 3H) 2.96 (d, J=4.63 Hz, 3H) 3.91 (s, 3H) 4.64 (d, J=5.51 Hz, 2H) 5.95 (s, 1H) 6.14 (br. S., 1H) 6.55 (d, J=8.16 Hz, 1H) 7.05-7.13 (m, 1H) 7.33 (t, J=8.05 Hz, 1H) 7.51-7.59 (m, 1H) 7.60-7.64 (m, 1H) 8.24 (d, J=5.51 Hz, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09371331B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-41691e6a7f204247afa1dbfacd2eb9e7 |
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| Source note | uspto-grants-2016_06 |
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