HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-(Diphenylmethylene)glycine tert-butyl ester → HCID 58360507, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-(Diphenylmethylene)glycine tert-butyl ester | HCID 688171 | — |
| Reactant | Lithium Hexamethyldisilazide | HCID 2733832 | — |
| Reactant | tert-Butyl (5-(bromomethyl)pyridin-2-yl)carbamate | HCID 23030321 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58360507 | HCID 58360507 | 103.8% |
Reaction Steps
84.64 ml (84.64 mmol) of a 1M solution of lithium bis(trimethylsilyl)amide in THF were added dropwise to a solution of 25.00 g (84.64 mmol) of N-(diphenylmethylene)glycine tert-butyl ester in 185 ml of THF under argon at 0° C. After stirring at this temperature for 15 min, 24.31 g (84.64 mmol) of tert-butyl (5-bromomethylpyridin-2-yl)carbamate were added as solid, and stirring was continued for 1 h. The reaction mixture was cautiously diluted with water and extracted with ethyl acetate. The organic phase was dried over sodium sulfate, filtered and concentrated. 44.08 g of the crude product were obtained and were reacted further without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09126955B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-837865d4b17a45b8aea0b62dd339a09e |
| Source note | uspto-grants-2015_09 |