1-Bromopropane → HCID 19001410, compound

HRID 2259558Notes

Reaction equation

HRID 2259558 reaction equation
[NH:1]1[C:5]([C:6]2[C:11](=[O:12])[N:10]3[CH:13]=[CH:14][CH:15]=[CH:16][C:9]3=[N:8][CH:7]=2)=[N:4][N:3]=[N:2]1.C(=O)([O-])[O-].[K+].[K+].[CH2:23](Br)[CH2:24][CH3:25]>CN(C)C=O>[CH2:23]([N:3]1[N:2]=[N:1][C:5]([C:6]2[C:11](=[O:12])[N:10]3[CH:13]=[CH:14][CH:15]=[CH:16][C:9]3=[N:8][CH:7]=2)=[N:4]1)[CH2:24][CH3:25]

Participants

5

Reactant 3

HCID 78401-BromopropaneHCID 11430Potassium CarbonateHCID 178515422HCID 178515422, compound

Product 1

HCID 19001410HCID 19001410, compoundYield 31.3%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
90 °C

Procedure

A mixture of 0.4 g (0.00187 moles) of 3-(1H-tetrazol-5-yl)-4-oxo-4H-pyrido[1,2-a]pyrimidine, 15 ml of dimethylformamide, 0.25 g (0.00187 moles) of anhydrous potassium carbonate and 0.34 ml (0.00374 moles) of propyl bromide was stirred at 90° C. for 1 hour. The hot dark brown solution was filtered, and the filtrate was evaporated. The dark brown oily residue, which is the mixture of the title compounds, started to crystallize. To the oily crystals 10 ml of ethanol were added, and the crystals were collected. 0.15 g (31.3%) of 3-(2-propyl-2H-tetrazol-5-yl)-4-oxo-4H-pyrido[1,2 -a]pyrimidine was obtained, in the form of pale-yellow crystals, m.p.: 115°-116° C.

Workup

  1. filtrationThe hot dark brown solution was filtered
  2. customthe filtrate was evaporated
  3. additionthe mixture of the title compounds
  4. customto crystallize
  5. additionTo the oily crystals 10 ml of ethanol were added
  6. customthe crystals were collected

Sources & evidence

ORD record
ord-60caeacbcae745d2b73080a0aeea5e6d
Source dataset
uspto-grants-1995_12
Patent number
US05475000

Reaction notes

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