Acetone → HCID 136041773, compound

HRID 1890474Notes

Reaction equation

HRID 1890474 reaction equation
[NH:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[CH2:10][C:11]1[NH:16][C:15](=[O:17])[CH:14]=[C:13]([N:18]2[CH2:23][CH2:22][O:21][CH2:20][CH2:19]2)[N:12]=1.[CH3:24][C:25](C)=O>[OH-].[Na+].ICC>[CH2:24]([N:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[CH2:10][C:11]1[NH:16][C:15](=[O:17])[CH:14]=[C:13]([N:18]2[CH2:19][CH2:20][O:21][CH2:22][CH2:23]2)[N:12]=1)[CH3:25]

Participants

5

Reactant 2

HCID 180AcetoneHCID 136254283HCID 136254283, compound

Product 1

HCID 136041773HCID 136041773, compound

Reagents, catalysts & solvents 2

HCID 6340IodoethaneSolventHCID 14798Sodium HydroxideSolvent

Procedure

The product can be prepared as in stage 1 of Example 11, but using 155 mg of 2-(1H-benzimidazol-2-ylmethyl)-6-(morpholin-4-yl)pyrimidin-4(3H)-one in 15 ml of acetone, 0.375 ml of sodium hydroxide (2N) and 0.6 ml of iodoethane. After purification by silica column chromatography, eluent: CH2Cl2/MeOH: 95/05, 30 mg of 2-[(1-ethyl-1H-benzimidazol-2-yl)methyl]-6-(morpholin-4-yl)pyrimidin-4(3H)-one are obtained in the form of a beige powder, the characteristics of which are the following:

Workup

  1. customThe product can be prepared as in stage 1 of Example 11
  2. customAfter purification by silica column chromatography, eluent

Sources & evidence

ORD record
ord-ceeb808ef4b141b29a72fcbc43498fde
Source dataset
uspto-grants-2013_08
Patent number
US08507483B2

Reaction notes

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