Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethylamine | HCID 6341 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 86630154 | HCID 86630154 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 57687023 | HCID 57687023 | — |
Reaction Steps
Ethylamine (2M in methanol, 0.117 ml) was added in one portion to a solution of 3-[6-amino-5-(1,3-benzoxazol-2-yl)-3-pyridyl]benzenesulphonyl chloride (0.045 g) and N-ethyl-N-isopropylpropan-2-amine (0.030 ml) in THF (2 ml) at ambient temperature, and the resultant mixture stirred for 20 hours. The mixture was then evaporated to dryness in vacuo and redissolved in NMP (2 ml), filtered and purified by preparative LCMS (Waters XBridge Prep C18 OBD column, 5μ silica, 21 mm diameter, 100 mm length), using decreasingly polar mixtures of water (containing 1% ammonia) and acetonitrile as eluents. Fractions containing the desired compound were evaporated to dryness to afford 3-[6-amino-5-(1,3-benzoxazol-2-yl)-3-pyridyl]-N-ethyl-benzenesulphonamide (0.007 mg); Mass Spectrum: M+H+ 395.13; RT 2.59 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08017611B2 |
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| Source dataset | uspto-grants-2011_09 |
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| ORD ID | ord-35b5cebdd5c144c4b7e09aa0cc6a8f70 |
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| Source note | uspto-grants-2011_09 |
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