HuagongsheHuagongshe Chemistry Print Report · For research reference only
(1,1'-Biphenyl)-4-carboxylic acid → N-(4-bromobenzyl)biphenyl-4-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (1,1'-Biphenyl)-4-carboxylic acid | HCID 66724 | — |
| Reactant | 4-Bromobenzylamine | HCID 77571 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| 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 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | N-(4-bromobenzyl)biphenyl-4-carboxamide | HCID 67208625 | — |
Reaction Steps
To a solution of biphenyl-4-carboxylic acid 10-2 (0.89 g, 4.5 mmol), O-(7-azabenzotriazol-1-yl)-N,N,N′,N′-tetramethyluroniumhexafluorophosphate (HATU) (1.7 g, 4.5 mmol) and DIEA (2.34 mL, 13.5 mmol) in DMF (15.0 mL) was added (4-bromophenyl)methanamine 10-1 (1.0 g, 4.5 mmol) at room temperature. The reaction was stirred at room temperature for 1 hour. Ethyl acetate was added to the reaction mixture, and the resulting precipitate was collected by vacuum filtration to give N-(4-bromobenzyl)biphenyl-4-carboxamide 10-3 as a white solid. MS m/z 366.2 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181235B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-4b6330016db44e57ad6d3c8f956b49e1 |
| Source note | uspto-grants-2015_11 |