Sodium borohydride → HCID 67960301, compound

HRID 707659Notes

Reaction equation

HRID 707659 reaction equation
[O:1]=[C:2]([C:4]1[S:8][C:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=2)=[N:6][N:5]=1)[CH3:3].[BH4-].[Na+]>CO>[OH:1][CH:2]([C:4]1[S:8][C:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=2)=[N:6][N:5]=1)[CH3:3]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 67960495HCID 67960495, compound

Product 1

HCID 67960301HCID 67960301, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a mixture of 2-[5-(1-oxo-ethyl)-1,3,4-thiadiazol-2-yl]-pyridine (1.5 gm), in methanol (25 ml) was added sodium borohydride (0.2 gm) in lots at 30° C. It was stirred over a period of 2 h. The reaction was monitored by TLC. Solvent was evaporated under vacuum and water (20 ml) was added. The mixture was extracted with ethyl acetate (100 ml×2). Combined organic layers was washed with water and concentrated under vacuum to provide title compound in 1.0 gm quantity (67%). It as used as without purification for the next reaction.

Workup

  1. customSolvent was evaporated under vacuum and water (20 ml)
  2. additionwas added
  3. extractionThe mixture was extracted with ethyl acetate (100 ml×2)
  4. washCombined organic layers was washed with water
  5. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-a073cfb4b1154349bfaae20ba5daef2a
Source dataset
uspto-grants-2015_11
Patent number
US09175031B2

Reaction notes

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