Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | HCID 58525277 | HCID 58525277 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 67002083 | HCID 67002083 | 105.9% |
Reaction Steps
In a 25 mL round-bottomed flask, 3-{[2-cyclopropyl-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carbonyl]-amino}-piperidine-1-carboxylic acid tert-butyl ester (0.435 g, 0.84 mmol) was dissolved in MeOH (7 mL). The solution was cooled to 0° C. and acetyl chloride (1.2 mL, 16.8 mmol) was added dropwise over 10 min. The ice bath was removed and the reaction mixture was stirred at room temperature for 1.5 h. The solvent was evaporated at room temperature and the residue was dried under high vacuum to afford 402 mg of 2-cyclopropyl-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid piperidin-3-ylamide hydrochloride as a light yellow foam which was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08329699B2 |
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| Source dataset | uspto-grants-2012_12 |
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| ORD ID | ord-374ca83e857d47b39618b80ff0bf638d |
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| Source note | uspto-grants-2012_12 |
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