Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Citric Acid | HCID 311 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | tert-butyl (2S)-2-cyanopyrrolidine-1-carboxylate | HCID 6951263 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178451936 | HCID 178451936 | — |
Reaction Steps
To a solution of (S)-2-Cyano-pyrrolidine-1-carboxylic acid tert-butyl ester (500 mg, 2.55 mmol) in N,N-dimethyl-formamide (20 mL) is added sodium azide (174 mg, 2.68 mmol) and ammonium chloride (150 mg, 2.81 mmol). The solution is stirred at 93° C. over night. The solution is poured into 5% citric acid solution with ice, and the mixture is extracted with EtOAc. The organic extract is washed with brine, dried and concentrated under vacuum. The crude oil is used directly in the next step without further purification. M+H+=240.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08207183B2 |
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| Source dataset | uspto-grants-2012_06 |
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| ORD ID | ord-e92095035dd443d187263305c2cf86de |
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| Source note | uspto-grants-2012_06 |
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