Butylamine → HCID 12387653, compound

HRID 1973113Notes

Reaction equation

HRID 1973113 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[C:7](Cl)=[C:8]2[N:15]=[CH:14][N:13]([CH3:16])[C:9]2=[N:10][C:11]=1[CH3:12])=[O:5])[CH3:2].[CH2:18]([NH2:22])[CH2:19][CH2:20][CH3:21]>>[CH2:1]([O:3][C:4]([C:6]1[C:7]([NH:22][CH2:18][CH2:19][CH2:20][CH3:21])=[C:8]2[N:15]=[CH:14][N:13]([CH3:16])[C:9]2=[N:10][C:11]=1[CH3:12])=[O:5])[CH3:2]

Participants

3

Reactant 2

HCID 8007ButylamineHCID 123876407-chloro-3,5-dimethyl-3H-imidazo[4,5-b]pyridine-6-carboxylic acid ethyl ester

Product 1

HCID 12387653HCID 12387653, compoundYield 78%

Procedure

2.5 g. of 7-chloro-3,5-dimethyl-3H-imidazo[4,5-b]pyridine-6-carboxylic acid ethyl ester is refluxed for 10 minutes with 10 ml. of butylamine. The excess butylamine is removed and the residue dissolved in ether. The mixture is filtered and cooled. The 7-butylamino-3,5-dimethyl-3H-imidazo[4,5-b]pyridine-6-carboxylic acid ethyl ester precipitates and is recrystallized from petroleum ether, yield 78%, m.p. 62°-63°.

Workup

  1. customThe excess butylamine is removed
  2. dissolutionthe residue dissolved in ether
  3. filtrationThe mixture is filtered
  4. temperaturecooled
  5. customThe 7-butylamino-3,5-dimethyl-3H-imidazo[4,5-b]pyridine-6-carboxylic acid ethyl ester precipitates
  6. customis recrystallized from petroleum ether, yield 78%, m.p. 62°-63°

Sources & evidence

ORD record
ord-4e6aecccd8384668a0285b519e763507
Source dataset
uspto-grants-1976_12
Patent number
US03996233

Reaction notes

Loading…