Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl bromoacetate | HCID 7748 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 66554786 | HCID 66554786 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 70913777 | HCID 70913777 | 21% |
Reaction Steps
To a solution of compound 1 (600 mg, 1.36 mmol) in dry DMF (10 mL) was added NaH (60%, 60 mg, 1.50 mmol) at 0° C. and the mixture was stirred at 0° C. for 10 min. Ethyl 2-bromoacetate (225 mg, 1.36 mmol) was added and then this mixture was stirred at rt for 5 h. Water was added for quench and the solution was extracted with EA. The organic layer was washed with brine twice, concentrated and purified by CC (PE/EA=5/1) to give compound 42 (150 mg, 21%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08946446B2 |
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| Source dataset | uspto-grants-2015_02 |
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| ORD ID | ord-7883e45a0eab432aa4ddd12aa75896f8 |
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| Source note | uspto-grants-2015_02 |
|---|