Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | HCID 11416728 | HCID 11416728 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 21200467 | HCID 21200467 | 103.6% |
Reaction Steps
A solution of 0.32 ml of oxalyl chloride in 7.3 ml of DCM is cooled to -78° C. under a nitrogen atmosphere and a solution of 0.51 ml of DMSO in 3.5 ml of DCM is added dropwise, followed by a solution of 1 g of the compound obtained in step A of EXAMPLE 27 in 7.5 ml of DCM and 0.7 ml of DMSO. The reaction mixture is stirred for 30 minutes at -60° C., 2 ml of triethylamine are then added and the reaction mixture is stirred while the temperature is allowed to rise to RT. It is washed with 1N HCl solution, with saturated Na2CO3 solution and with water, the organic phase is dried over MgSO4 and the solvent is evaporated off under vacuum to give 1.03 g of the expected product in the form of an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05869663 |
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| Source dataset | uspto-grants-1999_02 |
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| ORD ID | ord-c95e5dac6dd94a3fadeed20f54d9365a |
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| Source note | uspto-grants-1999_02 |
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