Sodium borohydride → HCID 67604681, compound

HRID 2050788Notes

Reaction equation

HRID 2050788 reaction equation
[F:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][C:7]=1[CH2:8][NH:9][N:10]1[CH:14]=[CH:13][CH:12]=[C:11]1[CH:15]=[O:16].[BH4-].[Na+]>C(O)C>[F:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][C:7]=1[CH2:8][NH:9][N:10]1[CH:14]=[CH:13][CH:12]=[C:11]1[CH2:15][OH:16]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 86744765HCID 86744765, compound

Product 1

HCID 67604681HCID 67604681, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
5 °C

Procedure

To a cold solution of 1-(3-fluoro-4-pyridinylmethylamino)-1H-pyrrol-2-carboxaldehyde (5.0 g) in 100 ml of ethanol, was added NaBH4 (2.0 g). After stirring at 5° C. for one hour, and then at ambient temperature for an additional hour, the mixture was concentrated to an oil, which was stirred with 100 ml of water for five minutes and extracted with ethyl acetate. The organic layer was washed with water and dried (saturated NaCl, anhydrous MgSO4).

Workup

  1. waitat ambient temperature for an additional hour
  2. concentrationthe mixture was concentrated to an oil, which
  3. stirringwas stirred with 100 ml of water for five minutes
  4. extractionextracted with ethyl acetate
  5. washThe organic layer was washed with water
  6. dry with materialdried (saturated NaCl, anhydrous MgSO4)

Sources & evidence

ORD record
ord-3e2be410d8ab440aa1c1730c0f11c8a2
Source dataset
uspto-grants-1991_05
Patent number
US05015637

Reaction notes

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