Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | HCID 66712132 | HCID 66712132 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Sodium Hydroxide | HCID 14798 | — |
| Product | HCID 66712512 | HCID 66712512 | — |
Reaction Steps
3-[7-(3-tert-Butylsulfamoyl-phenyl)-pyrrolo[2,1-f][1,2,4]triazin-2-ylamino]-benzoic acid ethyl ester (77.0 mg, 0.156 mmol) was taken up in 2 M of Sodium hydroxide in water (2.00 mL, 5.00 mmol) and 2 ml THF, heated for 72 h at 60° C. Concentrated down THF, neutralized aq layer, and extracted with CH2Cl2. Dried, filtered, and concentrated. Took residue up in DMSO and purified by Gilson RP-HPLC. LCMS=465.9 (M+H), HPLC rt=3.199, purity=98%. 1H NMR (400 MHz, CDCl3, δ, ppm): 12.95 (bs, 1H), 9.74 (s, 1H), 9.07 (s, 1H), 8.42 (d, J=7.6 Hz, 1H), 8.44 (s, 1H), 8.26 (s, 1H), 8.07 (d, J=8.3 Hz, 1H), 7.72 (dd, J=8.3 Hz, 7.6 Hz, 1H), 7.61 (s, 1H), 7.55 (d, J=8.3 Hz, 1H), 7.47 (dd, J=7.6 Hz, 8.3 Hz, 1H), 7.24 (d, J=4.6 Hz, 1H), 7.04 (d, J=4.9 Hz, 1H), 1.1 (s, 9H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08471005B2 |
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| Source dataset | uspto-grants-2013_06 |
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| ORD ID | ord-eedec1e5837e4ccfb55be5bd57eaa560 |
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| Source note | uspto-grants-2013_06 |
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