HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → (2S)-2-[5-(4-chloro-1-methyl-1H-pyrazol-5-yl)-1-oxo-1,3-dihydro-2H-isoindol-2-yl]-3-(3-fluorophenyl)propanal
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Triacetoxyperiodinane | HCID 159087 | — |
| Reactant | 5-(4-chloro-1-methyl-1H-pyrazol-5-yl)-2-[(1S)-1-(3-fluorobenzyl)-2-hydroxyethyl]isoindolin-1-one | HCID 86681460 | — |
| Product | (2S)-2-[5-(4-chloro-1-methyl-1H-pyrazol-5-yl)-1-oxo-1,3-dihydro-2H-isoindol-2-yl]-3-(3-fluorophenyl)propanal | HCID 86681462 | 86% |
Reaction Steps
To a solution of 5-(4-chloro-1-methyl-1H-pyrazol-5-yl)-2-[(1S)-1-(3-fluorobenzyl)-2-hydroxyethyl]isoindolin-1-one (0.8 g, 2.001 mmol) in methylene chloride (10 mL, 200 mmol) at 0° C. was added Dess-Martin periodinane (1.02 g, 2.40 mmol). The reaction mixture was stirred at room temperature for 1 h, and then quenched with 1 N NaOH aqueous solution, and extracted with DCM (2×). The combined organic phases were washed with water, brine and dried over Na2SO4, filtered and concentrated under reduced pressure to give 685 mg (86% yield) of the desired product as yellowish solid. LC/MS found: 398.1 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08895571B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-7caac3b84f7647619e6f343bf8b7f68a |
| Source note | uspto-grants-2014_11 |