Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Bromoacetyl bromide | HCID 61147 | — |
| Reactant | HCID 86595241 | HCID 86595241 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 21090408 | HCID 21090408 | 96% |
Reaction Steps
To a CH2Cl2 solution (5 mL) containing bromoacetyl bromide (365 mg, 1.80 mmol) cooled to −10° C. was added dropwise (2S)-4,4-difluoro2-pyrrolidinecarbonitrile 4-methylbenzenesulfonate (described earlier) (500 mg, 1.64 mmol) and triethylamine (199 mg, 1.97 mmol) in CH2Cl2 (5 mL). After stirring for 2 hours at 10° C. the reaction was quenched with H2O and the organics extracted with CH2Cl2 and washed with 1.0 M HCl. After drying over MgSO4 the solvents were reduced in vacuo yielding 400 mg (1.57 mmol, 96% yield) of the title compound as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07183290B2 |
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| Source dataset | uspto-grants-2007_02 |
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| ORD ID | ord-5fca999f17bd4a0f93c25360f72b7073 |
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| Source note | uspto-grants-2007_02 |
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