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]acetyl}-amino)-1-[2-(trifluoromethyl)phenyl]ethyl carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | Hydrochloric Acid | HCID 313 | — |
| 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 | — |
| Reactant | 2-Amino-1-[2-(trifluoromethyl)phenyl]ethyl carbamate | HCID 66635627 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-({[3-(4-Chlorophenyl)-4-(2-fluorobenzyl)-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]acetyl}-amino)-1-[2-(trifluoromethyl)phenyl]ethyl carbamate | HCID 66634964 | — |
Reaction Steps
A mixture of 40 mg (111 μmol) of [3-(4-chlorophenyl)-4-(2-fluorobenzyl)-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]acetic acid [for the preparation see Example 156A in WO 2007/134862], 33 mg (133 μmol) of the compound of Example 37A, 25 mg (133 μmol) of EDC and 21 mg (133 μmol) of HOBt in 2.4 ml of DMF was stirred at RT overnight, 1 ml of 1 M hydrochloric acid was then added and the mixture was separated directly by preparative HPLC [Method 20] into its components. This gave 53 mg (81% of theory) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09180120B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-9f8156dc8a244651b6b71d31edabf75c |
| Source note | uspto-grants-2015_11 |