HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium triacetoxyborohydride → [2-(3'-Chloro-2,3,5,6-tetrahydro-[1,2']bipyrazinyl-4-yl)-ethyl]-methyl-carbamic acid t-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | tert-butyl N-methyl-N-(2-oxoethyl)carbamate | HCID 10725881 | — |
| Reactant | 2-Chloro-3-(piperazin-1-yl)pyrazine | HCID 14086438 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | [2-(3'-Chloro-2,3,5,6-tetrahydro-[1,2']bipyrazinyl-4-yl)-ethyl]-methyl-carbamic acid t-butyl ester | HCID 59252215 | — |
Reaction Steps
Add methyl-(2-oxo-ethyl)-carbamic acid t-butyl ester (27.69 mmoles; 4.80 g) and 3′-chloro-3,4,5,6-tetrahydro-2H-[1,2′]bipyrazine (25.17 mmoles; 5.00 g) to 1,2 dichloroethane (50.0 mL) on ice. Add sodium triacetoxyborohydride (32.7 mmoles; 6.93 g) in 3 portions. Stir the reaction mixture at room temperature overnight. Quench the reaction with water, separate the organic layer and concentrate. Wash in hexanes and filter to provide [2-(3′-chloro-2,3,5,6-tetrahydro-[1,2′]bipyrazinyl-4-yl)-ethyl]-methyl-carbamic acid t-butyl ester as a clear oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08048884B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-ece5dbd1a3d24e7a9a6c924d6fc0c337 |
| Source note | uspto-grants-2011_11 |