Sodium borohydride → (2-Amino-4-methyl-6-(pentylamino)pyrimidin-5-yl)methanol
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]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
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
- customthe solvent removed under reduced pressure
- customThe residue was partitioned between EtOAc and water
- customthe organics were separated
- customdried
- 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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