Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | 1-Iodopropane | HCID 33643 | — |
| Reactant | HCID 10572222 | HCID 10572222 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 86606418 | HCID 86606418 | 76% |
Reaction Steps
To a solution of 2-(trityl-amino)-thiazole-4-carboxylic acid (400 mg, 1.03 mmol) in DMSO (1 ml) was added KOH (215 mg, 1.55 mmol) followed by addition of 1-iodo-propane (263 mg, 1.55 mmol). The reaction was heated at 60° C. for 1 hour. It was taken into water and ethyl acetate. After separation, the organic layer was washed, dried and evaporated. The obtained crude product was purified via flash column (silica gel, 10% ethyl acetate in hexane) to yield 2-(trityl-amino)-thiazole-4-carboxylic acid propyl ester as a white solid (325 mg, 76%). LC/MS (m/z 429.14 (M+H)+); HPLC Rt: 4.182 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07411071B2 |
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| Source dataset | uspto-grants-2008_08 |
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| ORD ID | ord-97cf2a5b262447cfb1b4bb75ce532320 |
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| Source note | uspto-grants-2008_08 |
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