Water → HCID 58504238, compound

HRID 707647Notes

Reaction equation

HRID 707647 reaction equation
C([O:3][C:4]([C:6]1[S:10][C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][N:12]=2)=[N:8][N:7]=1)=O)C.[BH4-].[Na+].O>C(O)C>[OH:3][CH2:4][C:6]1[S:10][C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][N:12]=2)=[N:8][N:7]=1

Participants

5

Reactant 3

HCID 962WaterHCID 4311764Sodium borohydrideHCID 68758033HCID 68758033, compound

Product 1

HCID 58504238HCID 58504238, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
30 °C

Procedure

To a mixture of 2-(5-ethoxycarbonyl-1,3,4-thiadiazol-2-yl)-pyridine (8 gm) in ethanol (80 ml), was added sodium borohydride (2.51 gm) in lots at 30° C. It was stirred at 30° C. over a period of 2 h. The solvent was evaporated under vacuum to provide a crude mass. To the crude mass, water (100 ml) was added and it was extracted with dichloromethane (200 ml×2). Combined organic layers was washed with water and concentrated under vacuum to provide title compound in 6.1 gm quantity (92%).

Workup

  1. customThe solvent was evaporated under vacuum
  2. customto provide a crude mass
  3. extractionit was extracted with dichloromethane (200 ml×2)
  4. washCombined organic layers was washed with water
  5. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-64aec2ce8964432192a7114f9392bf12
Source dataset
uspto-grants-2015_11
Patent number
US09175031B2

Reaction notes

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