Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | HCID 68964849 | HCID 68964849 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68966904 | HCID 68966904 | 32.5% |
Reaction Steps
Lithium aluminium hydride (646 mg) was portionwise added to a solution of benzyl 2-[(1-benzyl-3-pyrrolidinyl)amino]-4-methyl-5-pyrimidinecarboxylate (4.56 g) in THF (60 ml) with stirring at 5-15° C. under atmospheric pressure of nitrogen, and the reaction mixture was stirred at 5-20° C. for 2 hours. The reaction mixture was cooled at 5° C. and H2O (0.7 ml), 15% NaOH solution (0.7 ml) and H2O (2.1 ml) was added and the resultant mixture was stirred at ambient temperature for 30 minutes. The reaction mixture was filtrated and the filtrate was dried over MgSO4. The solvent was evaporated in vacuo and the residue was chromatographed on silicagel eluting with AcOEt-MeOH (9:1). The eluted fractions containing the desired product were collected and evaporated in vacuo to give (2-[(1-benzyl-3-pyrrolidinyl)amino]-4-methyl-5-pyrimidinyl)methanol (1.1 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07465731B2 |
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| Source dataset | uspto-grants-2008_12 |
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| ORD ID | ord-2cdd503fd69f4710bf4356ab3bf9c5e5 |
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| Source note | uspto-grants-2008_12 |
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