Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Chloroacetamide | HCID 6580 | — |
| Reactant | HCID 25261826 | HCID 25261826 | — |
| Catalyst | Triethylamine | HCID 8471 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 25261978 | HCID 25261978 | 91.7% |
Reaction Steps
The mixture of [(4S,5R)-2-(6-tert-butyl-4-ethoxy-pyridin-3-yl)-4,5-bis-(4-chloro-phenyl)-4,5-dimethyl-4,5-dihydro-imidazol-1-yl]-(3,9-diaza-spiro[5.5]undec-3-yl)-methanone (25 mg, 0.037 mmol, example 75), 2-chloroacetamide (6.9 mg, 0.074 mmol, Aldrich) and triethylamine (1 drop) in dimethylformamide (1 mL) was heated at 160° C. for 10 min using the microwave synthesizer. The mixture was diluted with water, extracted with ethyl ether (2×). The extracts were washed with brine, dried over anhydrous magnesium sulfate and concentrated. The crude was filtered through a plug of silica gel, eluting with 5% methanol-ethyl acetate to give the title product as white solids (24.9 mg). HR-MS (ES, m/z) calculated for C40H51Cl2N6O3 [(M+H)+] 733.3394, observed 733.3392.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08513239B2 |
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| Source dataset | uspto-grants-2013_08 |
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| ORD ID | ord-0fdbbd07a0804ef6b5993401cc3d7cda |
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| Source note | uspto-grants-2013_08 |
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