Sodium borohydride → HCID 59252472, compound

HRID 2274512Notes

Reaction equation

HRID 2274512 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-ed3514e3a6924efabc1a8a2bd35e024c
Source dataset
uspto-grants-2015_09
Patent number
US09126973B2

Reaction notes

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