Sodium borohydride → HCID 25228126, compound
Reaction equation
[BH4-].[Na+].[CH3:3][N:4]([CH3:20])[C:5](=[O:19])[S:6][C:7]1[CH:16]=[C:15]2[C:10]([CH:11]=[CH:12][C:13]([CH:17]=[O:18])=[N:14]2)=[CH:9][CH:8]=1>C(O)C.C(Cl)(Cl)Cl>[CH3:3][N:4]([CH3:20])[C:5](=[O:19])[S:6][C:7]1[CH:16]=[C:15]2[C:10]([CH:11]=[CH:12][C:13]([CH2:17][OH:18])=[N:14]2)=[CH:9][CH:8]=1Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
Referring now to FIG. 22, NaBH4 (6.2 mg, 0.165 mmol) was added to a solution of 18 (43.1 mg, 0.165 mmol) in ethanol (1 mL), and the resulting mixture was stirred at room temperature. After TLC indicated the reaction was complete, the solvent was evaporated and the residue obtained was dissolved in chloroform. The solution was then washed with brine (×2), dried over Na2SO4, and evaporated to provide 19 (36.5 mg, 0.139 mmol, 85% yield) was obtained and carried to the next step without further purification.
Workup
- customthe solvent was evaporated
- customthe residue obtained
- washThe solution was then washed with brine (×2)
- dry with materialdried over Na2SO4
- customevaporated
Sources & evidence
- ORD record
- ord-902105d49ab34c579c183e9d07ea2385
- Source dataset
- uspto-grants-2012_05
- Patent number
- US08173620B2
Reaction notes
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