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

HRID 1617196Notes

Reaction equation

HRID 1617196 reaction equation
[BH4-].[Na+].[NH2:3][C:4]1[N:9]=[C:8]([CH3:10])[C:7]([CH:11]=[O:12])=[C:6]([NH:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[N:5]=1>CO>[NH2:3][C:4]1[N:9]=[C:8]([CH3:10])[C:7]([CH2:11][OH:12])=[C:6]([NH:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[N:5]=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

Sodium borohydride (0.6 g) was added to a solution of the product from step (ii) (2 g) in MeOH (30 ml) at 0-5° C. The mixture was warmed to rt, stirred for 3 h then the solvent evaporated under reduced pressure. The residue was partitioned between EtOAc and brine, the organics separated, dried and evaporated under reduced pressure to afford the subtitle compound, 1.78 g.

Workup

  1. customthe solvent evaporated under reduced pressure
  2. customThe residue was partitioned between EtOAc and brine
  3. customthe organics separated, dried
  4. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-99cd473f76d44ccaa447d27da2008ad4
Source dataset
uspto-grants-2014_07
Patent number
US08765939B2

Reaction notes

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