Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Ethyl 3-[6-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-5-methyl-3,4-dihydro-2(1H)-isoquinolinyl]propanoate | HCID 57505851 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Product | GSK-2262167 sodium | HCID 53249052 | — |
Reaction Steps
2M sodium hydroxide (2 ml) was added to a solution of ethyl 3-[6-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-5-methyl-3,4-dihydro-2(1H)-isoquinolinyl]propanoate (Preparation 24; 80 mg, 0.17 mmol) in ethanol (2 ml) at 60° C. The reaction mixture was stirred at 60° C. for 2 hours, cooled to room temperature and diluted with water (2 ml). The solid was filtered off, washed with a small amount of water and dried to give the title compound as a colourless solid (55 mg). 1H NMR (400 MHz, d6DMSO) δ: 1.39 (6H, d), 2.08 (2H, t), 2.44 (3H, s), 2.59-2.78 (6H, m), 3.56 (2H, s), 4.98 (1H, m), 7.09 (1H, d), 7.55 (1H, d), 7.65 (1H, d), 8.40 (1H, dd), 8.50 (1H, s). MS m/z 447 [MH]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08278324B2 |
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| Source dataset | uspto-grants-2012_10 |
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| ORD ID | ord-8ab1c98732ad4a6488ed3af36e0b612f |
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| Source note | uspto-grants-2012_10 |
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