HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylamine → 3-amino-N,N-dimethylbenzylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylamine | HCID 674 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Benzoyl chloride, 3-nitro- | HCID 8495 | — |
| Reactant | Stannous Chloride | HCID 24479 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 3-amino-N,N-dimethylbenzylamine | HCID 99294 | — |
Reaction Steps
Following the procedure described in part E of Example 1 (R), (S)-α-[[2-[((1,1-dimethylethyl)dimethylsilyl)oxy]-2-[4-hydroxy-3-[(methylsulfonyl)amino]phenyl]ethyl]amino]-4-methoxybenzeneacetic acid was condensed with 3-[(dimethylamino)methyl]aniline to generate the title compound. The 3-[(dimethylamino)methyl]aniline was prepared by treatment of commercial 3-nitrobenzoyl chloride with dimethylamine followed by sequential reduction with SnCl2 in EtOAc at 20° C. for 18 hours and then BH3 /THF.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05770615 |
| Source dataset | uspto-grants-1998_06 |
| ORD ID | ord-4c04715ff0df46ac889457eb0edb1fea |
| Source note | uspto-grants-1998_06 |