HCID 21882727, compound → HCID 21882727, compound

HRID 722037Notes

Reaction equation

HRID 722037 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][N:6]=[C:5]([CH2:9][CH2:10][C:11]([OH:13])=[O:12])[CH:4]=1.[NH2:14][C:15]1[C:20]([NH2:21])=[CH:19][C:18]([CH2:22][CH:23]2[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]2)=[CH:17][N:16]=1>ClCCl.CO>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][N:6]=[C:5]([CH2:9][CH2:10][C:11]([OH:13])=[O:12])[CH:4]=1.[NH2:14][C:15]1[C:20]([NH2:21])=[CH:19][C:18]([CH2:22][CH:23]2[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28]2)=[CH:17][N:16]=1.[CH3:1][O:2][C:3]1[CH:8]=[CH:7][N:6]=[C:5]([CH2:9][CH2:10][C:11]2[NH:14][C:15]3=[N:16][CH:17]=[C:18]([CH2:22][CH:23]4[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]4)[CH:19]=[C:20]3[N:21]=2)[CH:4]=1

Participants

6

Reactant 2

HCID 21882727HCID 21882727, compoundHCID 21882760HCID 21882760, compound

Product 3

HCID 21882727HCID 21882727, compoundHCID 21882760HCID 21882760, compoundHCID 1784931702-[2-(4-Methoxypyridin-2-yl)ethyl]-6-cyclohexylmethyl-3H-imidazo[4,5-b]pyridine

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

Similarly to Example 1, 0.275 g of 3-(4-methoxypyridin-2-yl)propionic acid (starting material A1), 0.28 g of 2,3-diamino-5-cyclohexylmethylpyridine (starting material E1) and 10 g of PPA (10 hours at 145° C. and chromatography using dichloromethane/methanol 15:1) give 0.183 g of the title compound of as a brownish oil. The mass spectrum shows the molecular peak MH+ at 351.4 Da.

Sources & evidence

ORD record
ord-1adb478d697b4fce9b4eb0a9ae307522
Source dataset
uspto-grants-2006_11
Patent number
US07138399B2

Reaction notes

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