Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethylamine | HCID 6341 | — |
| Reactant | Carbonate Ion | HCID 19660 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Isocyanate | HCID 105034 | — |
| Reactant | Carbodiimide | HCID 160435 | — |
| Reactant | HCID 68107209 | HCID 68107209 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 68106478 | HCID 68106478 | 319.7% |
Reaction Steps
To a solution of 3′-({[N-(tert-butoxycarbonyl)glycyl](methyl)amino}methyl)biphenyl-4-carboxylic acid (9 mg) in DMF (1 ml) was added HOBt (2 mg) and ethylamine (2 mg), and PS-Carbodiimide (manufactured by Biotage AB) (100 mg) was added thereto, followed by shaking overnight. Thereafter, PS-Isocyanate (manufactured by Biotage AB) and MP-Carbonate (manufactured by Biotage AB) were added in an amount of 50 mg, and DMF (0.5 ml) was further added thereto, followed by shaking for 2 hours. The insoluble material was filtered and the filtrate was concentrated. To the obtained residue was added MeOH (0.5 ml), and a 4 M hydrogen chloride/EtOAc solution (0.5 ml) was added thereto, followed by shaking for 1 hour. Thereafter, the reaction mixture was concentrated to obtain N-ethyl-3′-{[glycyl(methyl)amino]methyl}biphenyl-4-carboxamide (15.4 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08802679B2 |
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| Source dataset | uspto-grants-2014_08 |
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| ORD ID | ord-fd2b19ae7fdf412fb0b0ec227bc53818 |
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| Source note | uspto-grants-2014_08 |
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