HuagongsheHuagongshe Chemistry Print Report · For research reference only
Nitrogen → HCID 44185547, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Nitrogen | HCID 947 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Triethylsilane | HCID 12052 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 2-(phenylsulfonyl)benzaldehyde | HCID 640916 | — |
| Reactant | 2(5-fluoro-2-methyl-1H-indol-1-yl)acetic acid | HCID 67466619 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 44185547 | HCID 44185547 | — |
Reaction Steps
To a solution of 2(5-fluoro-2-methyl-1H-indol-1-yl)acetic acid (1.29 g, 1.49 mmol), 2-(phenylsulfonyl)benzaldehyde (1.50 g, 6.10 mmol) and triethylsilane (4.30 ml, 27.0 mmol) in dichloromethane (40 ml) was added trifluoroacetic acid (1.25 ml, 16.5 mmol) dropwise under N2 at 0° C. over 30 minutes. The reaction was warmed to room temperature and stirred for 2 hours. Saturated aqueous sodium hydrogen carbonate solution was added and the product extracted with dichloromethane. The combined organic extracts were washed with saturated brine, dried over MgSO4 and concentrated in vacuo giving a brown oil which was triturated with petroleum ether (40-60° C.) to give a white solid (1.34 g, 2.88 mmol 52%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08268878B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-96feebdf09ae4bd08e7c4f53e5e68ac0 |
| Source note | uspto-grants-2012_09 |