HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → 2-[3-(4-chlorophenyl)-4-(2-fluorobenzyl)-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]-N-[2-(2-trifluoromethyl-phenyl)ethyl]-acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | 2-(Trifluoromethyl)phenethylamine | HCID 69883 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | [3-(4-chlorophenyl)-4-(2-fluorobenzyl)-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]-acetic acid | HCID 58012119 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-[3-(4-chlorophenyl)-4-(2-fluorobenzyl)-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]-N-[2-(2-trifluoromethyl-phenyl)ethyl]-acetamide | HCID 58012011 | — |
Reaction Steps
The carboxylic acid from Example 156A (60 mg, 0.14 mmol) and HOBt (27.0 mg, 0.20 mmol) are placed in 0.86 ml DMF and treated at RT with 38.2 mg (0.20 mmol) of EDC. After 20 mins, 27 mg of 2-(2-trifluoromethyl-phenyl)ethylamine (0.14 mmol) are added and the mixture is stirred overnight at RT. The mixture is then directly separated by preparative HPLC (Method 20). 69 mg (91% of theory) of the title compound are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08084481B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-6f3b84f8678e485cb001d9233a1dbaad |
| Source note | uspto-grants-2011_12 |