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

HRID 2387848Notes

Reaction equation

HRID 2387848 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-672e43d679e24f5289b67cac026b9abf
Source dataset
uspto-grants-2012_09
Patent number
US08268990B2

Reaction notes

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