Sodium borohydride → HCID 86722898, compound

HRID 624573Notes

Reaction equation

HRID 624573 reaction equation
[Cl:1][C:2]1[N:3]=[C:4]([C:7](=[O:31])[CH2:8][O:9][CH2:10][CH2:11][N:12]2[C:20]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)=[C:19]3[C:14]([N:15]([CH3:30])[C:16](=[O:29])[N:17]([CH3:28])[C:18]3=[O:27])=[CH:13]2)[S:5][CH:6]=1.[BH4-].[Na+]>CO>[Cl:1][C:2]1[N:3]=[C:4]([CH:7]([OH:31])[CH2:8][O:9][CH2:10][CH2:11][N:12]2[C:20]([C:21]3[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=3)=[C:19]3[C:14]([N:15]([CH3:30])[C:16](=[O:29])[N:17]([CH3:28])[C:18]3=[O:27])=[CH:13]2)[S:5][CH:6]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 86722899HCID 86722899, compound

Product 1

HCID 86722898HCID 86722898, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

6-(2-(2-(4-Chlorothiazol-2-yl)-2-oxoethoxy)ethyl)-1,3-dimethyl-5-phenyl-1H-pyrrolo[3,4-d]pyrimidine-2,4(3H,6H)-dione (540 mg, 1.177 mmol) was dissolved in MeOH (20 mL) and sodium borohydride (134 mg, 3.53 mmol) was added. The mixture was stirred at room temp. for 25 minutes and the reaction was quenched with sat. NaHCO3(aq) and extracted with chloroform (3×). 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 sat. NaHCO3(aq)
  2. extractionextracted with chloroform (3×)
  3. customevaporated under vacuum

Sources & evidence

ORD record
ord-2e00aabaad5647a6bb0737131b2f6911
Source dataset
uspto-grants-2016_04
Patent number
US09303035B2

Reaction notes

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