Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Phosgene | HCID 6371 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (1-(Pyridin-4-YL)piperidin-4-YL)methanol | HCID 11310048 | — |
| Reactant | HCID 18174493 | HCID 18174493 | — |
| Product | HCID 69361977 | HCID 69361977 | 46% |
Reaction Steps
A solution of 2-amino-4-(N-tert-butoxycarbonylamino)nitrobenzene (2.1 g, 8.3 mmol) in toluene (50 mL) was treated with phosgene (1.93M in toluene, 12.9 mL, 24.9 mmol) and the mixture-was heated at 50° C. After 2 h, the mixture was concentrated, the residue was dissolved in CH2Cl2 and treated with triethylamine (2.31 mL, 16.6 mmol) and 1-(4-pyridyl)piperidine-4-methanol (1.59 g, 8.29 mmol). After 16 h, the mixture was concentrated and the residue purified by chromatography (9:1 CH2Cl2:MeOH) affording 1.78 g (46%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06605626B2 |
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| Source dataset | uspto-grants-2003_08 |
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| ORD ID | ord-9992e4021935476589c824721a65978e |
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| Source note | uspto-grants-2003_08 |
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