Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Amino-5-bromopyridine | HCID 70622 | — |
| Reactant | Triphosgene | HCID 94429 | — |
| Reactant | 2-Methoxy-5-(trifluoromethyl)aniline | HCID 600637 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59663835 | HCID 59663835 | 139.4% |
Reaction Steps
3.32 g of 2-methoxy-5-trifluoromethylphenylamine in 30 mL of tetrahydrofuran are added dropwise to a solution of 1.8 g of triphosgene in 180 mL of tetrahydrofuran at 0° C. 4.95 mL of triethylamine are then added and the reaction is stirred at this temperature for 10 minutes. The temperature is allowed to rise to 20° C. and the mixture is stirred for 1 hour 15 minutes. A solution of 3 g of 2-amino-5-bromopyridine in 30 mL of THF is then added dropwise. After 16 hours, the suspension is filtered and the filtrate is then concentrated under reduced pressure. The residue is taken up in a mixture of ethyl acetate and water. An insoluble white precipitate is obtained, which is filtered off, washed with ethyl acetate and then dried under vacuum. 3.3 g of a white powder of 1-(5-bromopyrid-2-yl)-3-(2-methoxy-5-trifluoromethylphenyl)urea are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08008322B2 |
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| Source dataset | uspto-grants-2011_08 |
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| ORD ID | ord-1225942c77514af894145e0778646ec8 |
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| Source note | uspto-grants-2011_08 |
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