Sodium borohydride → HCID 15623841, compound

HRID 704559Notes

Reaction equation

HRID 704559 reaction equation
[NH2:1][C:2]1[C:3]([Cl:13])=[N:4][C:5]([C:9](=[O:12])[CH2:10][Cl:11])=[CH:6][C:7]=1[Br:8].[BH4-].[Na+]>CO>[Cl:11][CH2:10][CH:9]([C:5]1[N:4]=[C:3]([Cl:13])[C:2]([NH2:1])=[C:7]([Br:8])[CH:6]=1)[OH:12]

Participants

4

Reactant 2

HCID 4311764Sodium borohydride2×HCID 15623851HCID 15623851, compound

Product 1

HCID 15623841HCID 15623841, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
0 °C

Procedure

1 g (4.52 mmol) of 3-amino-4-bromo-2-chloro-6-chloroacetylpyridine are suspended in 15 ml of methanol, the suspension is cooled to 0° C. and 133 mg (3.52 mmol) of NaBH4 are added. After 10 minutes, the mixture is poured onto water, excess NaBH4 is destroyed by acidification with HCl and the mixture is neutralized again with NaHCO3. After extraction with CH2Cl2 and evaporation of the solvent, 1 g (99% of theory) is obtained as the residue.

Workup

  1. customis destroyed by acidification with HCl
  2. extractionAfter extraction
  3. customwith CH2Cl2 and evaporation of the solvent
  4. custom1 g (99% of theory) is obtained as the residue

Sources & evidence

ORD record
ord-8dae53e22e7d4cb4afe684633a75a5ea
Source dataset
uspto-grants-1991_01
Patent number
US04988694

Reaction notes

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