Glycolic Acid → HCID 178423363, compound

HRID 1244299Notes

Reaction equation

HRID 1244299 reaction equation
[NH2:1][C:2]1[C:7]([NH2:8])=[CH:6][CH:5]=[C:4]([CH3:9])[N:3]=1.[C:10](O)(=O)[CH2:11]O.S(Cl)([Cl:17])=O>C(Cl)(Cl)Cl>[ClH:17].[Cl:17][CH2:11][C:10]1[NH:1][C:2]2=[N:3][C:4]([CH3:9])=[CH:5][CH:6]=[C:7]2[N:8]=1

Participants

5

Reactant 3

HCID 757Glycolic AcidHCID 24386Thionyl ChlorideHCID 27344206-Methylpyridine-2,3-diamine

Product 1

HCID 178423363HCID 178423363, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

In accordance with scheme 4, a corresponding 2,3-diamino-6-methyl pyridine (R5=methyl, XV) and glycolic acid were heated at 150° C. for about 1 h. The residue was suspended in chloroform and treated with thionyl chloride for about 4 h. After workup 2-chloromethyl-5-methyl-3H-imidazo[4,5-b]pyridine hydrochloride (XVII) was obtained.

Sources & evidence

ORD record
ord-d3fa850db4f44546a86a78d9daa1e420
Source dataset
uspto-grants-2006_10
Patent number
US07122545B2

Reaction notes

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