HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Dimethylaminobutylamine → 2'-(2-Phenoxy-ethylsulfanylmethyl)-biphenyl-2-carboxylic acid (4-dimethylamino-butyl)-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Dimethylaminobutylamine | HCID 77063 | — |
| Reactant | 4'-(2-Phenoxy-ethylsulfanylmethyl)-biphenyl-3-carboxylic acid(3-dimethylamino-propyl)-amide | HCID 10347182 | — |
| Reactant | 2'-(2-Phenoxy-ethylsulfanylmethyl)-biphenyl-2-carboxylic acid | HCID 21899976 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2'-(2-Phenoxy-ethylsulfanylmethyl)-biphenyl-2-carboxylic acid (4-dimethylamino-butyl)-amide | HCID 10099130 | — |
Reaction Steps
2′-(2-Phenoxy-ethylsulfanylmethyl)-biphenyl-2-carboxylic acid (4-dimethylamino-butyl)-amide was synthesized as described for 4′-(2-phenoxy-ethylsulfanylmethyl)-biphenyl-3-carboxylic acid (3-dimethylamino-propyl)-amide. 2′-(2-Phenoxy-ethylsulfanylmethyl)-biphenyl-2-carboxylic acid (1.0 g, 2.74 mmol, 1 eq.) in anhydrous THF was treated with 1,1-carbonyldiimidazole (0.45 g, 2.79 mmol, 1.02 eq.) and 4-dimethylaminobutylamine (0.35 g, 3.01 mmol, 1.1 eq.). When complete, the reaction was worked up as described leaving a brown oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07132456B2 |
| Source dataset | uspto-grants-2006_11 |
| ORD ID | ord-0bfa229e76714b2fab2e9d2994d49889 |
| Source note | uspto-grants-2006_11 |