HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → 7-[6-(4-Methoxy-benzylamino)-pyridin-2-yl]-1-(2-methyl-pyrimidin-5-yl)-hept-1-en-3-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 2-Methylpyrimidine-5-carbaldehyde | HCID 3160970 | — |
| Reactant | {6-[6-(4-Methoxy-benzylamino)-pyridin-2-yl]-2-oxo-hexyl}-phosphonic acid dimethyl ester | HCID 58765549 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 7-[6-(4-Methoxy-benzylamino)-pyridin-2-yl]-1-(2-methyl-pyrimidin-5-yl)-hept-1-en-3-one | HCID 69666412 | 65.2% |
Reaction Steps
To a solution of 6-7 (42.8 g, 102 mmol) and 2-methyl-pyrimidine-5-carbaldehyde (12.45 g, 102 mmol) in THF (250 mL) at 0° was added 4M NaOH (26.7 mL, 107 mmol) dropwise. After 15 minutes the ice bath was removed and the mixture stirred for an additional 10 minutes. The solution was diluted with water, extracted with ethyl acetate, and dried (Na2SO4). Following concentration, the residue was triturated with ether to give 27.7 g (61%) of 16-1 as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06693101B2 |
| Source dataset | uspto-grants-2004_02 |
| ORD ID | ord-49194b7e4e2d41f48dbbe24360896d43 |
| Source note | uspto-grants-2004_02 |