HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 90412318, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | tert-Butyl bromoacetate | HCID 79177 | — |
| Reactant | HCID 90413493 | HCID 90413493 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | HCID 90412318 | HCID 90412318 | — |
Reaction Steps
A mixture of Example 282A (400 mg, 0.908 mmol), tert-butyl 2-bromoacetate (0.157 mL, 1.090 mmol), and triethylamine (0.633 mL, 4.54 mmol) in N,N-dimethylformamide (7 mL) was heated at 85° C. for 30 minutes in a Biotage Initiator microwave reactor. The mixture was treated with water and brine and extracted with ethyl acetate (twice). The combined organic layers were washed with water and brine, dried over magnesium sulfate, filtered, concentrated, and purified on silica gel using the ISCO Companion eluting with ethyl acetate/heptanes (7:3 to 8:2) to give the title compound. MS (ESI+) m/z 481.9 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09073922B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-ac20273db3544664ac72afa215fcc25c |
| Source note | uspto-grants-2015_07 |