3-Bromo-1-propanol → HCID 68288018, compound

HRID 1465912Notes

Reaction equation

HRID 1465912 reaction equation
[OH:1][C:2]1[C:3]([NH2:11])=[N:4][C:5]([NH2:10])=[N:6][C:7]=1[CH2:8][CH3:9].O.[OH-].[Li+].Br[CH2:16][CH2:17][CH2:18][OH:19]>CN(C)C=O>[OH:19][CH2:18][CH2:17][CH2:16][O:1][C:2]1[C:3]([NH2:11])=[N:4][C:5]([NH2:10])=[N:6][C:7]=1[CH2:8][CH3:9]

Participants

5

Reactant 3

HCID 123083-Bromo-1-propanolHCID 168937Lithium hydroxide, monohydrateHCID 205093882,4-Diamino-6-ethylpyrimidin-5-ol

Product 1

HCID 68288018HCID 68288018, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 5-hydroxy-6-ethyl-2,4-diaminopyrimidine (6) (3 mmol) and lithium hydroxide monohydrate (6 mmol) in N,N-dimethylformamide (DMF) (10 ml) was stirred at room temperature for 2 hours under nitrogen. 3-Bromo-1-propanol (3 mmol) was added and left stirring at room temperature for 10 hours. Removal of DMF gave the crude product, further purified by crystallization with water to yield the pure 5-(3′-hydroxypropoxy)-6-ethyl-2,4-diaminopyrimidine (7).

Workup

  1. waitleft
  2. stirringstirring at room temperature for 10 hours
  3. customRemoval of DMF
  4. customgave the crude product
  5. customfurther purified by crystallization with water

Sources & evidence

ORD record
ord-976a48ad92624476bb93e09474345cf3
Source dataset
uspto-grants-2015_04
Patent number
US09000003B2

Reaction notes

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