Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 2-(6-tert-Butyl-8-fluoro-1-oxo-1H-phthalazin-2-yl)-6-{1-methyl-5-[5-(morpholine-4-carbonyl)-pyridin-2-ylamino]-6-oxo-1,6-dihydro-pyridin-3-yl}-benzaldehyde | HCID 59473809 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 46866598 | HCID 46866598 | 75.1% |
Reaction Steps
69 mg of 2-(6-tert-butyl-8-fluoro-1-oxo-1H-phthalazin-2-yl)-6-{1-methyl-5-[5-(morpholine-4-carbonyl)-pyridin-2-ylamino]-6-oxo-1,6-dihydro-pyridin-3-yl}-benzaldehyde was weighed into a 20 mL reaction vial fitted with a stir bar and cap. Added 2 mL of CH2Cl2 and 2 mL MeOH and stirred to obtain a clear amber solution. Added 14 mg of sodium borohydride. Stirred at room temperature for 3 hr. Quenched with 5 mL of saturated aqueous NH4Cl. Separated phases and extracted the aqueous phase with 2×2 mL CH2Cl2. Washed the combined organic phases with 5 mL of saturated aqueous NaHCO3. Dried over Na2SO4 and removed the solvent on rotavap. Crystallized the residue from isopropyl acetate to obtain 52 mg of the title compound as a white solid. MS (ESI) 639 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08299077B2 |
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| Source dataset | uspto-grants-2012_10 |
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| ORD ID | ord-f8c9c03373094c8a82041b0afad19266 |
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| Source note | uspto-grants-2012_10 |
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