Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2-Dimethylaminopyridine | HCID 21885 | — |
| Reactant | 2-Pyrimidinemethanol | HCID 2763024 | — |
| Reactant | HCID 17848330 | HCID 17848330 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86590465 | HCID 86590465 | — |
Reaction Steps
A mixture of 2-(2-pyridylmethoxy)-5-carboxy-4-(3-chloro-4-methoxybenzylamino)pyrimidine (prepared in Example 68-(3)) 100 mg, 2-hydroxymethylpyrimidine 30 mg, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimido hydrochloride 53 mg and dimethylaminopyridine 33 mg in dimethylformamide 3 ml is stirred at room temperature for 2 hours. The reaction mixture is poured into water and extracted with ethyl acetate. The organic layer is washed with brine, dried over anhydrous sodium sulfate and concentrated in vacuo. The residue is purified with preparative thin-layer chromatography (solvent; chloroform:methanol=25:1) and triturated with diethyl ether to give 2-(2-pyridylmethoxy)-5-(2-pyrimidinylmethoxycarbonyl-4-(3-chloro-4-methoxybenzylamino) pyrimidine 60 mg. mp 137–139° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07220736B2 |
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| Source dataset | uspto-grants-2007_05 |
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| ORD ID | ord-a5b29a158968487a83cc4bf6ab6b0bc2 |
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| Source note | uspto-grants-2007_05 |
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