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

HRID 2387869Notes

Reaction equation

HRID 2387869 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-547146c5f8b049e9aa0a1eff84f3b9a2
Source dataset
uspto-grants-2012_09
Patent number
US08268990B2

Reaction notes

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