Sodium borohydride → HCID 12993698, compound

HRID 1837444Notes

Reaction equation

HRID 1837444 reaction equation
[BH4-].[Na+].[N:3]([C:6]1[CH:11]=[C:10]([C:12]2[O:16][CH:15]=[N:14][CH:13]=2)[N:9]=[C:8]([Cl:17])[C:7]=1[Cl:18])=[N+]=[N-]>CO>[NH2:3][C:6]1[CH:11]=[C:10]([C:12]2[O:16][CH:15]=[N:14][CH:13]=2)[N:9]=[C:8]([Cl:17])[C:7]=1[Cl:18]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 12993697HCID 12993697, compound

Product 1

HCID 12993698HCID 12993698, compoundYield 98.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Sodium borohydride (0.174 g, 4.6 mmol) was added to a stirred suspension of 4-azido-2,3-dichloro-6-(5-oxazolyl)pyridine (1.17 g, 4.6 mmol) in methanol (25 mL) at room temperature. The solvent was removed and water (100 mL) was added to the residue. After 10 minutes of stirring, the solid formed was collected, washed with water and dried to give 4-amino-2,3-dichloro-6-(5-oxazolyl)pyridine (1.05 g, 4.55 mmol), mp 207-08° C.

Workup

  1. customThe solvent was removed
  2. additionwater (100 mL) was added to the residue
  3. customthe solid formed
  4. customwas collected
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-9e76bedcf517491c94d5040a1daff3f0
Source dataset
uspto-grants-2004_08
Patent number
US06784137B2

Reaction notes

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