HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,1-bis(1,1-dimethylethoxy)-N,N,N-trimethylamine → (E)-1-(2-chloroimidazo[1,2-a]pyridin-3-yl)-3-(dimethylamino)prop-2-en-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,1-bis(1,1-dimethylethoxy)-N,N,N-trimethylamine | HCID 547712 | — |
| Reactant | 1-{2-Chloroimidazo[1,2-a]pyridin-3-yl}ethan-1-one | HCID 54594113 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | (E)-1-(2-chloroimidazo[1,2-a]pyridin-3-yl)-3-(dimethylamino)prop-2-en-1-one | HCID 59606857 | — |
Reaction Steps
In a 100 mL round bottom flask, a solution of EXAMPLE 1C (4.25 g, 21.84 mmol), 1,1-di-tert-butoxy-N,N-dimethylmethanamine (28.8 mL, 120 mmol), and N-methyl-2-pyrrolidinone (15 mL) was heated at 85° C. for 2 hours. The reaction was concentrated under high vacuum on a rotavap at 60° C. The residual solid was triturated with 5 mL ether, filtered and dried to provide the title compound. MS (ES r) m/e 249.8 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08536180B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-72f551a871184881812c94a6e7bf6696 |
| Source note | uspto-grants-2013_09 |