HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2194298Generated: October 27, 2026
Dimethylformamide → ethyl 2-{9-[3-methoxy-4-((5-methyl-2-phenyl-oxazole-4-yl)methoxy)-benzyl]-9H-carbazole-4-yloxy}acetate
https://huagongshe.com/reaction/2194298
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-(4-Chloromethyl-2-methoxyphenoxymethyl)-5-methyl-2-phenyloxazole | HCID 22344609 | — |
| Reactant | ethyl 2-(9H-carbazole-4-yloxy)acetate | HCID 58489982 | — |
| Solvent | Water | HCID 962 | — |
| Product | ethyl 2-{9-[3-methoxy-4-((5-methyl-2-phenyl-oxazole-4-yl)methoxy)-benzyl]-9H-carbazole-4-yloxy}acetate | HCID 59571731 | — |
Reaction Steps
18 mg of sodium hydride (60%) was added to N,N-dimethylformamide (5 mL) solution of 107 mg of ethyl 2-(9H-carbazole-4-yloxy)acetate, and stirred at room temperature for 20 minutes. Thereafter, 144 mg of 4-((4-(chloromethyl)-2-methoxyphenoxy)methyl)-5-methyl-2-phenyloxazole was added thereto, and stirred at room temperature for 1 hour. The reaction mixture was poured into water, and extracted twice with ethyl acetate. The combined extract was washed with brine, and dried over anhydrous sodium sulfate. After filtration, the filtrate was concentrated in vacuo, the residue was crystallized from methanol, isolated by filtration, and washed with methanol. The residue was dried under reduced pressure, and 107 mg of the subject compound was prepared as white crystal.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08329913B2 |
|---|
| Source dataset | uspto-grants-2012_12 |
|---|
| ORD ID | ord-22a837fb8cca479fad41e9821d9b9d12 |
|---|
| Source note | uspto-grants-2012_12 |
|---|