HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 2-(3-(3,4-Dichlorobenzyl)ureido)-N-(2-methoxyethyl)-N-methylthiazole-4-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | (2-Methoxyethyl)(methyl)amine | HCID 300977 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | 2-(3-(3,4-Dichlorobenzyl)ureido)thiazole-4-carboxylic acid | HCID 86622764 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-(3-(3,4-Dichlorobenzyl)ureido)-N-(2-methoxyethyl)-N-methylthiazole-4-carboxamide | HCID 25052215 | — |
Reaction Steps
2-methoxy-N-methylethanamine (56 μL, 0.625 mmol, 2.5 eq) was added to a DMF (2 mL) solution of 2-(3-(3,4-dichlorobenzyl)ureido)thiazole-4-carboxylic acid (87 mg, 0.25 mmol), TBTU (93 mg, 0.29 mmol, 1.15 eq) and triethylamine (100 μL). After an hour stirring, an aqueous work-up with EtOAc afforded the title compound. 1H NMR (400 MHz, CDCl3): 11.27 (s, 1H), 8.70 (s, 1H), 7.49 (d, 1H), 7.35 (dd, 1H), 7.20 (dd, 1H), 4.40 (d, 2H), 2.80-3.70 (m, 7H, rotamers). MS (ES+): M/Z 417 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08716320B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-d37a23c6deab475090f012d6a583772f |
| Source note | uspto-grants-2014_05 |