Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | phenylmethyl[((3S)-1-{2-[3-chloro-6-(methyloxy)-1,5-naphthyridin-4-yl]ethyl}-3-pyrrolidinyl)methyl]carbamate | HCID 59026200 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 59026202 | HCID 59026202 | 51% |
Reaction Steps
A solution of phenylmethyl[((3S)-1-{2-[3-chloro-6-(methyloxy)-1,5-naphthyridin-4-yl]ethyl}-3-pyrrolidinyl)methyl]carbamate (1.0 g, 2.2 mmol) in MeOH (30 mL) was treated with 40% KOH (15 mL, 107 mmol) and heated at 100° C. for 3 h. The MeOH was stripped off at reduced pressure and the residue was treated with water. The product was extracted into CHCl3 and the combined organic phases were dried (K2CO3) and filtered. Purification of silica gel provided the product as a light brown oil (0.36 g, 51%): LC/MS (ES) m/e 321 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07691850B2 |
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| Source dataset | uspto-grants-2010_04 |
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| ORD ID | ord-9a4ea01987de43a38e469dd519693ca5 |
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| Source note | uspto-grants-2010_04 |
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