HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethyl Sulfoxide → (E)-3-(1-(4-fluorophenyl)-1H-indazol-5-yl)-2,2,5-trimethylhex-3-enoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethyl Sulfoxide | HCID 679 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | (E)-methyl 3-(1-(4-fluorophenyl)-1H-indazol-5-yl)-2,2,5-trimethylhex-3-enoate | HCID 67006057 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (E)-3-(1-(4-fluorophenyl)-1H-indazol-5-yl)-2,2,5-trimethylhex-3-enoic acid | HCID 67005634 | 188.2% |
Reaction Steps
(E)-Methyl 3-(1-(4-fluorophenyl)-1H-indazol-5-yl)-2,2,5-trimethylhex-3-enoate (121 mg, 0.29 mmol) was dissolved in MeOH (10 mL) and DMSO (10 mL) and treated with 1 M NaOH (10 mL) at 100° C. After stirring overnight, the MeOH was removed in vacuo, the residue acidified with sat KH2PO4 to pH 4-5 and extracted with EtOAc×3. The organic layer was dried with MgSO4, filtered, concentrated in vacuo to give 200 mg (94% yield) of (E)-3-(1-(4-fluorophenyl)-1H-indazol-5-yl)-2,2,5-trimethylhex-3-enoic acid. MS found: (M+H)+=367.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08067447B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-2889d7f5ad2740d097be0585d0807197 |
| Source note | uspto-grants-2011_11 |