2-Aminopropanol → HCID 18972739, compound

HRID 1900167Notes

Reaction equation

HRID 1900167 reaction equation
[NH2:1][CH:2]([CH3:5])[CH2:3][OH:4].[H-].[Na+].Cl[C:9]1[N:14]=[CH:13][CH:12]=[CH:11][N:10]=1>CN(C)C=O>[CH3:5][CH:2]([NH2:1])[CH2:3][O:4][C:9]1[N:14]=[CH:13][CH:12]=[CH:11][N:10]=1

Participants

5

Procedure

2.0 g of 2-amino-1-propanol was added dropwise to a stirred mixture of 1.3 g of 60% sodium hydride and 30 mL of N,N-dimethylformamide at room temperature. After the reaction mixture was stirred for 30 minutes, a solution containing 3.7 g of 2-chloropyrimidine dissolved in N,N-dimethylformamide was added dropwise to the reaction mixture. The mixture was stirred for 2 hours at 100° C. After completion of the reaction, the reaction mixture was cooled. The solids were filtered off. The solvent in the filtrate was removed under reduced pressure. The residue was purified by column chromatography on silica gel to obtain 2.1 g of the desired product (yield: 50%). Refractive index: 1.5481.

Workup

  1. additionwas added dropwise to the reaction mixture
  2. stirringThe mixture was stirred for 2 hours at 100° C
  3. customAfter completion of the reaction
  4. temperaturethe reaction mixture was cooled
  5. filtrationThe solids were filtered off
  6. customThe solvent in the filtrate was removed under reduced pressure
  7. customThe residue was purified by column chromatography on silica gel

Sources & evidence

ORD record
ord-eb84f8cd032d41a9943bbbed28d3b858
Source dataset
uspto-grants-1996_11
Patent number
US05574064

Reaction notes

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