Sodium borohydride → (2-Amino-4-methyl-6-(pentylamino)pyrimidin-5-yl)methanol

HRID 1617217Notes

Reaction equation

HRID 1617217 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([CH3:8])[C:5]([CH:9]=[O:10])=[C:4]([NH:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])[N:3]=1.[BH4-].[Na+]>CO>[NH2:1][C:2]1[N:7]=[C:6]([CH3:8])[C:5]([CH2:9][OH:10])=[C:4]([NH:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])[N:3]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 866334072-Amino-4-methyl-6-(pentylamino)pyrimidine-5-carbaldehyde

Product 1

HCID 68418011(2-Amino-4-methyl-6-(pentylamino)pyrimidin-5-yl)methanol

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To the product from step (ii) (4 g) in MeOH (50 ml), sodium borohydride (0.7 g) was added portionwise over 5 min. The mixture was stirred at rt for 1 h then the solvent removed under reduced pressure. The residue was partitioned between EtOAc and water, the organics were separated, dried and evaporated under reduced pressure to give the subtitle compound, 3.89 g.

Workup

  1. customthe solvent removed under reduced pressure
  2. customThe residue was partitioned between EtOAc and water
  3. customthe organics were separated
  4. customdried
  5. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-a4b512b2d51b4b8ca4669f4bf9d774f1
Source dataset
uspto-grants-2014_07
Patent number
US08765939B2

Reaction notes

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