Cycloheptanone, 2-chloro- → 2-(5-Hydroxy-3H-imidazo[4,5-b]pyridin-3-yl)cycloheptanone

HRID 1890291Notes

Reaction equation

HRID 1890291 reaction equation
Cl[CH:2]1[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][C:3]1=[O:9].C([O:17][C:18]1[N:23]=[C:22]2[NH:24][CH:25]=[N:26][C:21]2=[CH:20][CH:19]=1)C1C=CC=CC=1>>[OH:17][C:18]1[N:23]=[C:22]2[N:24]([CH:2]3[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][C:3]3=[O:9])[CH:25]=[N:26][C:21]2=[CH:20][CH:19]=1

Participants

3

Reactant 2

HCID 13012Cycloheptanone, 2-chloro-HCID 178420377HCID 178420377, compound

Product 1

HCID 1785159912-(5-Hydroxy-3H-imidazo[4,5-b]pyridin-3-yl)cycloheptanone

Procedure

From 2-chlorocycloheptanone and 5-(benzyloxy)-3H-imidazo[4,5-b]pyridine, prepared in a similar manner as the one described in Example 1.11, the title compound was obtained. LCMS m/z=246.1 [M+H]+; 1H NMR (400 MHz, DMSO-d6) δ ppm 1.40-1.50 (m, 1H), 1.70-2.10 (m, 5H), 2.25-2.40 (m, 2H), 2.55-2.65 (m, 1H), 2.75-2.85 (m, 1H), 5.67 (dd, J1=9.5 Hz, J2=4.3 Hz, 1H), 6.77 (d, J=8.7 Hz, 1H), 8.08 (d, J=8.7 Hz, 1H), 8.88 (s, 1H).

Sources & evidence

ORD record
ord-d3c3e6bc085b472d97b5e6aaee1887f5
Source dataset
uspto-grants-2013_08
Patent number
US08507473B2

Reaction notes

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