HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diphenylacetic Acid → 2-Diphenylacetylamino-thiazole-4-carboxylic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diphenylacetic Acid | HCID 8333 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methyl 2-amino-1,3-thiazole-4-carboxylate | HCID 840099 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-Diphenylacetylamino-thiazole-4-carboxylic acid ethyl ester | HCID 58032962 | — |
Reaction Steps
2-Amino-thiazole-4-carboxylic acid methyl ester (32 mg, 0.20 mmol) and diphenyl-acetic acid (42 mg, 0.20 mmol) were dissolved in N,N-dimethylformamide (1 mL) containing triethylamine (84.1 μL, 0.600 mmol). O-(7-Azabenzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate (84 mg, 0.22 mmol) was added and the solution was allowed to stir for 16 hours. The crude product was purified by reverse-phase preparative liquid chromatography (19 mg, 0.052 mmol, 26%). ESI-MS m/z calc. 366.1. found 367.1 (M+1)+ Retention time 3.34 minutes.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08853415B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-e8c8fb1783d94335baa445a5b3716131 |
| Source note | uspto-grants-2014_10 |