Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 118093812 | HCID 118093812 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 118093964 | HCID 118093964 | 99% |
Reaction Steps
A solution of 4-(2,4-difluorophenoxy)-1-methyl-5-{6-methyl-1-[(4-methylphenyl)sulfonyl]-7-oxo-6,7-dihydro-1H-pyrrolo[2,3-c]pyridin-4-yl}-1,3-dihydro-2H-benzimidazol-2-one (20.0 mg, 0.0347 mmol) in ethanol (2.0 mL) was treated with 3.0 M Sodium hydroxide in water (116 μL, 0.347 mmol) and stirred at RT overnight. The reaction mixture was purified via preparative LCMS (XBridge C18 column, eluting with a gradient of acetonitrile/water containing 0.1% trifluoroacetic acid, at flow rate of 60 mL/min) to give the desired product (14.5 mg, 99%). 1H NMR (400 MHz, DMSO-d6) δ 11.94 (s, 1H), 11.25 (s, 1H), 7.25-7.06 (m, 5H), 6.74-6.62 (m, 1H), 6.51-6.38 (m, 1H), 6.14-6.05 (m, 1H), 3.44 (s, 3H), 3.34 (s, 3H); LCMS calculated for C22H17F2N4O3 (M+H)+: m/z=423.1. found: 423.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09399640B2 |
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| Source dataset | uspto-grants-2016_07 |
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| ORD ID | ord-ec3de186c1814fe181166fc368960155 |
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| Source note | uspto-grants-2016_07 |
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