HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylcarbodiimide → 2-{2,6-Dichloro-3-[(2,2-dimethyl-propionylamino)-methyl]-phenylamino}-6-[4-trifluoromethyl-piperidinyl]-1-methyl-1H-benzimidazole-5-carboxylic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylcarbodiimide | HCID 12734 | — |
| Reactant | N-[(2,4-dichloro-3-isothiocyanatophenyl)methyl]-2,2-dimethylpropanamide | HCID 56840192 | — |
| Reactant | Methyl-2-[4-trifluoromethyl-piperidinyl]-4-methylamino-5-amino-benzoate | HCID 67957313 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-{2,6-Dichloro-3-[(2,2-dimethyl-propionylamino)-methyl]-phenylamino}-6-[4-trifluoromethyl-piperidinyl]-1-methyl-1H-benzimidazole-5-carboxylic acid methyl ester | HCID 67957607 | — |
Reaction Steps
The sub-title compound is prepared in analogy to 6c from methyl-2-[4-trifluoromethyl-piperidinyl]-4-methylamino-5-amino-benzoate (1.60 g, 4.82 mmol), and N-(2,4-dichloro-3-isothiocyanato-benzyl)-2,2-dimethyl-propionamide (1.53 g, 4.82 mmol), DIC (0.82 mL, 5.3 mmol) and DMF (20 mL). Yield: 2.54 g. HPLC Rt=1.42 min (method A). MS m/z: 614 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08674113B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-bcb4e874880047728af874a2d5f1ca43 |
| Source note | uspto-grants-2014_03 |