Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 15947801 | HCID 15947801 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 59240086 | HCID 59240086 | 83.4% |
Reaction Steps
To a 250 mL round bottom flask was added 1-(3-Chloro-3′-methanesulfonyl-biphenyl-4-yl)-2-(2,6-dichloro-phenyl)-1H-imidazole-4-carboxylic acid ethyl ester (4.07 g, 7.40 mmol), MeOH (72 mL), and 2N aq NaOH (18.5 mL). The reaction solution was allowed to stir at 50° C. for 2 hr. The reaction solution was diluted with EtOAc (200 mL), neutralized by the addition of aq 1 N HCl, and poured into a separatory funnel. The organic phase was partitioned, and the aqueous phase was and extracted with EtOAc (150 mL×2). The combined organic phases were dried over Na2SO4, filtered into a round bottom flask and concentrated on the rotavapor. The crude residue was reprecipitated in an EtOAc/hexane solution and the solid precipitate was filtered under vacuum to afford 3.22 g (83% yield) of title product. MS (ESI) 521.3, 523.3, 525.3 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07998995B2 |
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| Source dataset | uspto-grants-2011_08 |
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| ORD ID | ord-c1b27a4464c947fea54b49ab46e92ad7 |
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| Source note | uspto-grants-2011_08 |
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