HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 7-[(2,3-Dichlorophenyl)carbonyl]-3-(1,2,4-thiadiazol-5-yl)-5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyrazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2,3-Dichlorobenzoyl chloride | HCID 17944 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 3-(1,2,4-Thiadiazol-5-yl)-5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyrazine | HCID 66598795 | — |
| Catalyst | Methanol | HCID 887 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 7-[(2,3-Dichlorophenyl)carbonyl]-3-(1,2,4-thiadiazol-5-yl)-5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyrazine | HCID 66599162 | — |
Reaction Steps
A mixture of 3-(1,2,4-thiadiazol-5-yl)-5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyrazine (I115) (50 mg, 0.240 mmol) and triethylamine (0.050 mL, 0.360 mmol) in Dichloromethane (DCM) (1.5 mL) was treated with 2,3-dichlorobenzoyl chloride (55.3 mg, 0.264 mmol, commercially available) and stirred at room temp for 1 hr. After 1 hr, 2 drops of methanol and then NaHCO3 solution (5 ml) and ethyl acetate (30 ml) were added and the product was extracted into the ethyl acetate which was dried (Na2SO4) and concentrated. Purification by high pH MDAP gave desired material as a white solid in 76 mg.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08501946B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-457da5fa8c7340e4825c45baa5e08e57 |
| Source note | uspto-grants-2013_08 |