Sodium borohydride → HCID 58941864, compound

HRID 1845765Notes

Reaction equation

HRID 1845765 reaction equation
[CH:1]([C:3]1[S:7][N:6]=[N:5][C:4]=1[C:8]([O:10][CH3:11])=[O:9])=[O:2].[BH4-].[Na+]>C(O)C>[OH:2][CH2:1][C:3]1[S:7][N:6]=[N:5][C:4]=1[C:8]([O:10][CH3:11])=[O:9]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 14913987134077-72-8

Product 1

HCID 58941864HCID 58941864, compoundYield 75.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Methyl 5-formyl-1,2,3-thiadiazole-4-carboxylate (460.0 mg, 0.0026 mol) was dissolved in ethanol (40 mL) and sodium tetrahydroborate (50 mg, 0.0013 mol) was added at 0° C. The orange solution was allowed to warm to room temp and was stirred for 30 minutes. The reaction was quenched with acetic acid and then purified by preparative LCMS to give the desired product (340 mg, 73%). MF=C5H6N2O3S; LCMS calculated for C5H7N2O3S (M+H)+: m/z=175.1.

Workup

  1. customThe reaction was quenched with acetic acid
  2. custompurified by preparative LCMS

Sources & evidence

ORD record
ord-ceb0db0a39914b0abf254b7db8c75fd0
Source dataset
uspto-grants-2015_02
Patent number
US08951536B2

Reaction notes

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