Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Pivaloyl chloride | HCID 62493 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 28754020 | HCID 28754020 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 66927322 | HCID 66927322 | 95% |
Reaction Steps
A mixture of N-(2-aminoethyl)-5-bromothiophene-2-sulfonamide (2.5 g, 8.77 mmol, 1.0 eq) and DIPEA (3.4 g, 26.3 mmol, 3.0 eq) in CH2Cl2 (100 mL) was stirred at 0° C., pivaloyl chloride (2.1 g, 17.5 mmol, 2 equiv.) was added drop-wise. Then, the mixture was stirred at 0° C. for 0.5 h. Water was added and the reaction was extracted with EA (3×80 ml). The combined organic layers were dried (Na2SO4), filtered, evaporated and purified by silica gel chromatography (PE/EA=10:1 as eluant) to afford N-(2-(5-bromothiophene-2-sulfonamido)ethyl)pivalamide (3.07 g, 95.0%). LC-MS (m/z)=368.9 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09422271B2 |
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| Source dataset | uspto-grants-2016_08 |
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| ORD ID | ord-47c222279396438aaf60d74a3fd4b102 |
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| Source note | uspto-grants-2016_08 |
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