Sodium borohydride → HCID 86723462, compound

HRID 2201226Notes

Reaction equation

HRID 2201226 reaction equation
[BH4-].[Na+].[F:3][C:4]1([F:29])[C:12](=[O:13])[C:11]2[N:7]([C:8]([C:22]3[CH:27]=[CH:26][CH:25]=[C:24]([F:28])[CH:23]=3)=[C:9]3[C:17](=[O:18])[N:16]([CH3:19])[C:15](=[O:20])[N:14]([CH3:21])[C:10]3=2)[CH2:6][CH2:5]1>CO.O1CCCC1>[F:29][C:4]1([F:3])[CH:12]([OH:13])[C:11]2[N:7]([C:8]([C:22]3[CH:27]=[CH:26][CH:25]=[C:24]([F:28])[CH:23]=3)=[C:9]3[C:17](=[O:18])[N:16]([CH3:19])[C:15](=[O:20])[N:14]([CH3:21])[C:10]3=2)[CH2:6][CH2:5]1

Participants

5

Reactant 2

HCID 4311764Sodium borohydrideHCID 86723463HCID 86723463, compound

Product 1

HCID 86723462HCID 86723462, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

Sodium borohydride (7.2 mg, 0.19 mmol) was added to solution of 9,9-difluoro-5-(3-fluorophenyl)-1,3-dimethyl-8,9-dihydropyrimido[4,5-a]indolizine-2,4,10(1H,3H,7H)-trione (55 mg, 0.15 mmol) in methanol (1 mL) and tetrahydrofuran (1 mL) at 0° C. The mixture was stirred at room temperature for 30 mins. The reaction was quenched with water (10 mL) and extracted with DCM (6×5 mL). The combined organic extracts were passed through a hydrophobic frit and evaporated under vacuum to afford the title compound.

Workup

  1. customThe reaction was quenched with water (10 mL)
  2. extractionextracted with DCM (6×5 mL)
  3. customevaporated under vacuum

Sources & evidence

ORD record
ord-83526a59e467403da33074c992fe54e9
Source dataset
uspto-grants-2016_06
Patent number
US09359381B2

Reaction notes

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