Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | 5-(tert-Butoxycarbonyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridine-2-carboxylic acid | HCID 17750399 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 18377350 | HCID 18377350 | — |
Reaction Steps
5-t-Butoxycarbonyl-4,5,6,7-tetrahydro-thieno[3,2-c]pyridine-2-carboxylic acid (570 mg, 2.0 mmol) was dissolved in anhydrous tetrahydrofuran (10 ml), and the solution was mixed with 1,1-carbonyldiimidazole (320 mg, 2.0 mmol) and stirred at room temperature for 1 hour. The reaction solution was mixed with morpholine (170 mg, 2.0 mmol) and the stirring was continued for 14 hours. The solvent was removed by evaporation from the reaction solution under a reduced pressure, and the residue was mixed with ethyl acetate and washed with water, hydrochloric acid (1 N), sodium hydroxide aqueous solution (1 N) and saturated brine. The organic layer was dried with anhydrous sodium sulfate, and the solvent was removed by evaporation under a reduced pressure to obtain 610 mg (1.9 mmol, 94% in yield) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06498251B1 |
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| Source dataset | uspto-grants-2002_12 |
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| ORD ID | ord-0d8035ddac0740818e0794d2f7f4d032 |
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| Source note | uspto-grants-2002_12 |
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