HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyrrole → ethyl 6-chloro-7-(ethoxymethyl)-2-(trifluoromethyl)-2H-chromene-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyrrole | HCID 8027 | — |
| Reactant | 1,2-Dimethoxyethane | HCID 8071 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | ethyl 7-(bromomethyl)-6-chloro-2-(trifluoromethyl)-2H-chromene-3-carboxylate | HCID 69517129 | — |
| Product | ethyl 6-chloro-7-(ethoxymethyl)-2-(trifluoromethyl)-2H-chromene-3-carboxylate | HCID 69518622 | — |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
A solution of pyrrole (55 mg, 0.75 mmol) in 1.5 mL DME was added to a mixture of NaH (38 mg, 0.83 mmol) in I mL DME at 0° C. under argon. The mixture was stirred at 0° C. for 10 min and then warmed to 25° C. After 30 min, a solution of ethyl 7-(bromomethyl)-6-chloro-2-(trifluoromethyl)-2H-chromene-3-carboxylate (300 mg, 0.75 mmol), from Example 162 Step 3, was dissolved in 2.5 mL DME was added dropwise. After 3 h, the reaction was filtered through a pad of Celite (1″) and washed with EtOAc (10 mL). The filtrate was concentrated to give a brown oil in 350 mg (100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07259266B2 |
| Source dataset | uspto-grants-2007_08 |
| ORD ID | ord-816c202128ce417e81383f0ca0a5d982 |
| Source note | uspto-grants-2007_08 |