Sodium borohydride → HCID 59252472, compound

HRID 42318Notes

Reaction equation

HRID 42318 reaction equation
[C:1]1([C:7]([C:9]2[N:14]=[CH:13][C:12]([C:15]3[NH:19][C:18]([C:20]4[CH:21]=[N:22][CH:23]=[CH:24][CH:25]=4)=[N:17][CH:16]=3)=[CH:11][N:10]=2)=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[BH4-].[Na+]>CO>[C:1]1([CH:7]([C:9]2[N:14]=[CH:13][C:12]([C:15]3[NH:19][C:18]([C:20]4[CH:21]=[N:22][CH:23]=[CH:24][CH:25]=4)=[N:17][CH:16]=3)=[CH:11][N:10]=2)[OH:8])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 59252386phenyl(5-(2-(pyridin-3-yl)-1H-imidazol-5-yl)pyrimidin-2-yl)methanone

Product 1

HCID 59252472HCID 59252472, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution consisting of phenyl(5-(2-(pyridin-3-yl)-1H-imidazol-5-yl)pyrimidin-2-yl)methanone (Example 67) dissolved in methanol is added sodium borohydride (1 molar equivalent) at 0° C. The mixture is allowed to reach room temperature and is stirred one hour. The mixture is partitioned between ethyl acetate and water and the organics washed with brine, dried (Na2SO4), filtered and concentrated to afford the title compound.

Workup

  1. customto reach room temperature
  2. customThe mixture is partitioned between ethyl acetate and water
  3. washthe organics washed with brine
  4. dry with materialdried (Na2SO4)
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-710891e327fd41b5be5d7e54ec4a2614
Source dataset
uspto-grants-2013_09
Patent number
US08536185B2

Reaction notes

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