Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Methyl 2-bromopropionate | HCID 95576 | — |
| Reactant | 4-Chloro-2-{[2-methyl-5-(propylsulfonyl)phenyl]ethynyl}phenol | HCID 56593973 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 56595571 | HCID 56595571 | — |
Reaction Steps
A solution of 4-chloro-2-{[2-methyl-5-(propylsulfonyl)phenyl]ethynyl}phenol (150 mg; 0.43 mmol) and methyl-2-bromopropionate (53 μl; 0.47 mmol) in DME (3 ml) was treated with K2CO3 (89 mg, 69 mmol) and heated at 70° C. for 4.5 hours. The reaction mixture was filtered and the filtrate was concentrated affording a sticky solid, which was dissolved in MeOH (1.5 ml) and treated with a 1 N solution of NaOH in water (129 μl) and the mixture heated for 1 hour at 70° C. A 5 N solution of HCl in water (52 μl) was added and the solvents removed under reduced pressure, to give a residue which was purified by preparative HPLC to give the title compound as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08273769B2 |
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| Source dataset | uspto-grants-2012_09 |
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| ORD ID | ord-3c0644c70ff642729e6d4e9abb6548b3 |
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| Source note | uspto-grants-2012_09 |
|---|