Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | monoMethyl succinate | HCID 77487 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | HCID 117778047 | HCID 117778047 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Diisopropylethylamine | HCID 81531 | — |
| Product | HCID 117778016 | HCID 117778016 | 65% |
Reaction Steps
To a solution of 5-[(4-phenylphenyl)methoxymethyl]pyridin-2-amine (0.189 g) in N,N-dimethylformamide (6.0 mL), N,N-diisopropylethylamine (0.453 mL), 4-methoxy-4-oxobutanoic acid (0.174 g), and 2-(1H-7-azabenzotriazol-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate (0.376 g) were added at room temperature, and the mixture was stirred at 80° C. for 2 hours. The reaction solution was cooled to room temperature, and water was then added thereto, followed by extraction with ethyl acetate. The organic layer was washed with saturated saline, dried over anhydrous sodium sulfate, and then filtered, and the filtrate was concentrated under reduced pressure. The obtained residue was purified by chromatography on a silica gel column (Yamazen Corporation, elution solvent: dichloromethane/ethyl acetate) to obtain the title compound (0.171 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09206168B2 |
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| Source dataset | uspto-grants-2015_12 |
|---|
| ORD ID | ord-2da95f29c97c4225aca8081fed550e4a |
|---|
| Source note | uspto-grants-2015_12 |
|---|
