HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 86626956, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methyl isocyanoacetate | HCID 547815 | — |
| Reactant | (s)-3-Fluoropyrrolidine hydrochloride | HCID 16217739 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 86626956 | HCID 86626956 | 79.1% |
Reaction Steps
To stirred and cooled (0° C.) methyl isocyanoacetate (96% technical grade, 1.18 g, 11.9 mmol) was slowly added (S)-(+)-3-fluoropyrrolidine hydrochloride (97%, 1.5 g, 11.9 mmol), triethylamine (1.67 mL, 11.9 mmol) and MeOH (3 mL). The mixture was stirred for 15 h at RT and concentrated. The mixture was stirred for 15 h at RT and concentrated. Water was added (50 mL) and the mixture was extracted with EtOAc (3×50 mL), dried over MgSO4, filtered and evaporated to obtained crude 1-((S)-3-fluoropyrrolidin-1-yl)-2-isocyanoethanone VIB 01166 (1.47 g, 79% yield) as a brown oil which was used in the next step without purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08288556B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-4830a1f921d4473eaf51e2d5395a0bcf |
| Source note | uspto-grants-2012_10 |