HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 87544567, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | HCID 6994510 | HCID 6994510 | — |
| Reactant | HCID 86640247 | HCID 86640247 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 87544567 | HCID 87544567 | 94% |
Reaction Steps
To a solution of 2-trityl-2,5,6,7-tetrahydro-indazol-4-one oxime 3B (0.51 mmol) in dry DMSO (1 mL) and a catalytic amount of pyridine, methylpropiolate (1.1 eq) was added and the reaction mixture was stirred at rt for 1.5 h. The mixture was poured into water and the slurry was extracted with AcOEt. The organic layer was washed with brine, dried (Na2SO4) and concentrated to yield the title compound (94%). ESI (+) MS: m/z 478 (MH+). 1H NMR: 1.73-1.93 (m, 2H), 2.10-2.28 (m, 2H), 2.52-2.60 (m, 1H), 2.71-2.79 (m, 1H), 3.83 (s, 3H), 5.40 (d, J=12, 1H), 7.03 (s, 1H), 7.20-7.31 (m, 15H), 8.50 (d, J=12, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08207180B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-a57124727d5d48d69f947e771c377267 |
| Source note | uspto-grants-2012_06 |