Hexanoic Acid → 7-Methyl-2-pentyl-3H-imidazo[4,5-b]pyridine

HRID 466694

Reaction equation

[NH2:1][C:2]1[C:7]([NH2:8])=[C:6]([CH3:9])[CH:5]=[CH:4][N:3]=1.[C:10](O)(=O)[CH2:11][CH2:12][CH2:13][CH2:14][CH3:15]>>[CH3:9][C:6]1[CH:5]=[CH:4][N:3]=[C:2]2[N:1]=[C:10]([CH2:11][CH2:12][CH2:13][CH2:14][CH3:15])[NH:8][C:7]=12

Participants

Reactant 2

HCID 8892Hexanoic Acid

HCID 3174954-Methylpyridine-2,3-diamine

Product 1

HCID 198141217-Methyl-2-pentyl-3H-imidazo[4,5-b]pyridine

Procedure

The title compound was prepared from 2,3-diamino-4-picoline (0.246 g, 2 mmol) and hexanoic acid (0.25 ml, 2 mmols) according to the procedure described in Step 1 of Example 9. The crude product was purified by flash chromatography on silica-gel using EtOAc-MeOH (9:1) to give the pure product (0.28 g, 69%) as a tan colored solid.

Workup

customThe crude product was purified by flash chromatography on silica-gel

Sources & evidence

ORD record: ord-841ec3cba52e428982d1c07469bac46d
Source dataset: uspto-grants-1992_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05157026

Linked notes

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