Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 131731658 | HCID 131731658 | — |
| Product | HCID 89524677 | HCID 89524677 | — |
Reaction Steps
To a solution of Example 140B (500 mg, 1.11 mmol) in dry MeOH (5 mL) was added NaBH4 (84 mg, 2.22 mmol) at 0° C. The mixture was stirred at 25° C. for 1 hour and water (10 mL) was added slowly. The aqueous phase was separated and extracted with dichloromethane (2×20 mL). The combined organic phases were washed with water, brine, dried over Na2SO4, filtered, and concentrated in vacuo. The resulting residue was purified by column chromatography on silica gel (petroleum ether/EtOAc=1/1) to give Example 140C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08772500B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-1618a8290b8a40b2946650ed9caf2147 |
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| Source note | uspto-grants-2014_07 |
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