Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 11225514 | HCID 11225514 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 57892103 | HCID 57892103 | — |
Reaction Steps
0.25 g (0.51 mmol) of methyl 5-(3-biphenyl-4-yl-3-oxopropionylamino)-2-(2-pyrrolidin-1-ylethoxy)benzoate (compound 1.9) is dissolved in 20 mL of methanol, 2.0 mL of 1N sodium hydroxide solution is added, and the mixture is stirred for 3 hours at 50° C. and 12 hours at ambient temperature. After this time, another 1.0 mL of 1N sodium hydroxide solution is added and the mixture is stirred for another 3 hours at 50° C. After cooling, 3.0 mL of 1N hydrochloric acid is added and the mixture is stirred for 1 hour at ambient temperature. The solvent is evaporated down, and the residue is taken up in a little methanol and the precipitate obtained is suction filtered and dried in vacuo at 80° C. Yield: 240 mg (100% of theory); Rf value: 0.20 (silica gel, methylene chloride/methanol/ammonia=9:1:0.1); m.p. 236° C.-240° C.; C28H28N2O5; EII mass spectrum: m/z=473 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07605176B2 |
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| Source dataset | uspto-grants-2009_10 |
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| ORD ID | ord-33e66d77e32d4044802605777c16744e |
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| Source note | uspto-grants-2009_10 |
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