HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 1-(5-Bromopyridin-2-yl)-N,N-dimethylpyrrolidin-3-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 1,4-Dibromobenzene | HCID 7804 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 3-(Dimethylamino)pyrrolidine | HCID 2758519 | — |
| Solvent | 1-Butanol | HCID 263 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 1-(5-Bromopyridin-2-yl)-N,N-dimethylpyrrolidin-3-amine | HCID 11594211 | — |
Reaction Steps
A solution of 215 mg (0.88 mmol) 2,5-dibromobenzene, 100 mg (0.88 mmol) 3-(dimethylamino)-pyrrolidine and 0.60 mL (3.51 mmol) ethyldiisopropylamine in 0.5 mL n-butanol is stirred for 30 min in the microwave at 150° C. The solvent is eliminated i.vac. and the residue is taken up in 20 mL EtOAc and 10 mL water. The aqueous phase is acidified with 1 M HCl. The phases are separated and then the aqueous phase is made alkaline with 2 M Na2CO3 solution and extracted with 40 mL EtOAc. The organic phase is dried over Na2SO4 and the solvent is eliminated i.vac.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08618132B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-d386550446a548d58827372b30057a63 |
| Source note | uspto-grants-2013_12 |