HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 68704504, compound → HCID 68706330, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 68704504 | HCID 68704504 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 68706330 | HCID 68706330 | 100% |
Reaction Steps
(c)(d) 3-(1-(4-Fluorophenyl)-1H-indazol-5-yl)-3-phenylacrylonitrile (500 mg; 1.47 mmol) was dissolved in 20 mL MeOH and 4 mL 1 M HCl. 10% Pd on carbon (170 mg) was added and the reaction was hydrogenated in a Parr bottle over an atmosphere of 50 psi hydrogen for 16 h. The catalyst was filtered off and the solvent removed in vacuo to give pure 3-(1-(4-fluorophenyl)-1H-indazol-5-yl)-3-phenylpropan-1-amine (492 mg, 100%) as a yellow oil. MS found: (M+H)+=376. 28 mg of this product (free base) was coupled to 2,2,2-trifluoroethanesulfonyl chloride using General Coupling Method B to give 20 mg (50%) of 2,2,2-trifluoro-N-(3-(1-(4-fluorophenyl)-1H-indazol-5-yl)-3-phenylpropyl)ethanesulfonamide. MS found: (M+H)+=492.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08198311B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-88643637761a41a2a61e7f8a999934a3 |
| Source note | uspto-grants-2012_06 |