Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | KOtBu THF | HCID 66863523 | — |
| Reactant | HCID 86644970 | HCID 86644970 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | HCID 59471436 | HCID 59471436 | — |
Reaction Steps
A solution of 0.25 ml of 1M KOtBu THF solution and 2 mL of THF was cooled at −10° C. A solution of 3-(1-tert-Butoxycarbonylmethyl-6-chloro-1H-pyrrolo[3,2-c]pyridin-2-yl)-propionic acid ethyl ester (0.07 g) in 0.5 mL of THF was added over r min. After stirring for 15 min at −10° C., 0.3 ml of 1 N HCl and 3 mL brine were added. The mixture was extracted with 10 mL of EtOAc, and extract was dried over Na2SO4, filtered, concentrated. The residue was dissolved in 10 mL of toluene and 0.3 g of silica gel was added, and the mixture was heated to reflux for 3 h. After cooling, the reaction mixture was filtered and concentrated. The residue was used for next step without further purification. MS (ESI): 221.1 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08772312B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-d715e2a95e2449c1bb0781ad095de766 |
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| Source note | uspto-grants-2014_07 |
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