Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Fluorobenzylamine | HCID 66649 | — |
| Reactant | Diethyl cyanophosphonate | HCID 76257 | — |
| Reactant | HCID 21073055 | HCID 21073055 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 21073054 | HCID 21073054 | 97% |
Reaction Steps
A mixture of N-[2-[3-(tert-butoxycarbonylaminomethyl)phenoxy]-4-chlorophenyl]-N-(4-hydroxybenzyl)succinamic acid (0.67 g, 1.2 mmols), 2-fluorobenzylamine (0.16 ml, 1.4 mmols), diethyl cyanophosphate (0.20 ml, 1.4 mmols), triethylamine (0.20 ml, 1.4 mmols) and N,N-dimethylformamide (10 ml) was stirred at room temperature for 2 hours. The reaction mixture was poured into water, and extracted with ethyl acetate. The extract was washed with water, and then dried with anhydrous magnesium sulfate. This was concentrated under reduced pressure, and the residue was purified through silica gel column chromatography to give an amorphous solid of N-[2-[3(tert-butoxycarbonylaminomethyl)phenoxy]-4-chlorophenyl]-N-(4-hydroxybenzyl)-N′-(2-fluorobenzyl)succinamide (0.69 g, 97%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07160887B1 |
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| Source dataset | uspto-grants-2007_01 |
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| ORD ID | ord-9b4a1c72dfbe46439d048e32ed0cd6e0 |
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| Source note | uspto-grants-2007_01 |
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