HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 178423478, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-Benzimidazolecarboxylic acid | HCID 233240 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 178423478 | HCID 178423478 | — |
Reaction Steps
0.064 mmol benzimidazole carboxylic acid 4k and 0.064 mmol amine 5e are dissolved together in DMF, treated consecutively with a solution of TBTU (0.096 mmol) in DMF, a solution of HOBT (0.026 mmol) in DMF and 0.32 mmol DIPEA, and stirred overnight at room temperature. After 4 h, further 0.3 eq. of the acid are added and the reaction mixture is stirred overnight. Finally, 2 hrs after a further addition of 0.3 eq. acid, the reaction mixture is diluted with water, the formed precipitate is separated by filtration by suction, rinsed with water and dried. The thus obtained crude product is purified by chromatography (ethyl acetate/n-heptane—8/2).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07691870B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-cfba87588f764a0091f2cc4e9649bd57 |
| Source note | uspto-grants-2010_04 |