4-(5-Bromo-3-methyl-2-pyridinyl)butylamine → HCID 20269068, compound

HRID 485662Notes

Reaction equation

HRID 485662 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH3:13])[C:5]([CH2:8][CH2:9][CH2:10][CH2:11][NH2:12])=[N:6][CH:7]=1.[CH2:14]([C:21]1[C:22](=[O:31])[NH:23][C:24](N[N+]([O-])=O)=[N:25][CH:26]=1)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>N1C=CC=CC=1>[Br:1][C:2]1[CH:3]=[C:4]([CH3:13])[C:5]([CH2:8][CH2:9][CH2:10][CH2:11][NH:12][C:24]2[NH:23][C:22](=[O:31])[C:21]([CH2:14][C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)=[CH:26][N:25]=2)=[N:6][CH:7]=1

Participants

4

Reactant 2

HCID 130942724-(5-Bromo-3-methyl-2-pyridinyl)butylamineHCID 13660992HCID 13660992, compound

Product 1

HCID 20269068HCID 20269068, compoundYield 50.6%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

5-Bromo-2-(4-aminobutyl)-3-methylpyridine, (0.88 g) and 5-benzyl-2-nitroamino-4-pyrimidone (0.74 g) were refluxed in pyridine (3 ml) for 4 hours. The solvent was removed in vacuo and the residual oil partitioned between chloroform and water at pH 5. The chloroform extracts were dried over magnesium sulphate and evaporated to an oil. Recrystallisation from ethanol/ethyl acetate gave 2-[4-(5-bromo-3-methylpyrid-2-yl)butylamino]-5-benzyl-4-pyrimidone (0.65 g) m.p. 138°-9° C.

Workup

  1. customThe solvent was removed in vacuo
  2. customthe residual oil partitioned between chloroform and water at pH 5
  3. dry with materialThe chloroform extracts were dried over magnesium sulphate
  4. customevaporated to an oil
  5. customRecrystallisation from ethanol/ethyl acetate

Sources & evidence

ORD record
ord-23d7da34ad0943f7a6bb674f06ffb383
Source dataset
uspto-grants-1985_08
Patent number
US04537891

Reaction notes

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