Cyclopentylamine → 5Chloro-2-(4fluorophenyl)imidazo[4,5-b]pyridine

HRID 2181414Notes

Reaction equation

HRID 2181414 reaction equation
[Cl:1][C:2]1[N:7]=[C:6]2[N:8]=[C:9]([C:20]3[CH:25]=[CH:24][C:23]([F:26])=[CH:22][CH:21]=3)[N:10](C3C=CN=C(S(C)=O)N=3)[C:5]2=[CH:4][CH:3]=1.C1(N)CCCC1>>[Cl:1][C:2]1[N:7]=[C:6]2[N:8]=[C:9]([C:20]3[CH:21]=[CH:22][C:23]([F:26])=[CH:24][CH:25]=3)[NH:10][C:5]2=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 2906CyclopentylamineHCID 224861275-Chloro-2-(4-fluorophenyl)-1-(2-methylsulfinyl-4-pyrimidinyl)imdazo[4,5-b]pyridine

Product 1

HCID 224861255Chloro-2-(4fluorophenyl)imidazo[4,5-b]pyridineYield 38.8%

Procedure

5-Chloro-2-(4-fluorophenyl)-1-(2-methylsulfinyl-4-pyrimidinyl)imidazo[4,5-b]pyridine (200 mg 0.52 mmol) and cyclopentylamine (1 ml) are heated to 80° C. for 1 h, evaporated and purified by SiO2 chromatography (acetone/cyclohexane 10/90 to 20/80) to yield the title compound as white crystals (50 mg 24%).

Workup

  1. customevaporated
  2. custompurified by SiO2 chromatography (acetone/cyclohexane 10/90 to 20/80)

Sources & evidence

ORD record
ord-06d34a2ac07f41e1965d22756672b1b7
Source dataset
uspto-grants-2005_05
Patent number
US06891039B2

Reaction notes

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