2,6-Dimethyl-8-ethyl-1-deazapurine → 3-[4-(1-carbomethoxy-1-phenylmethoxy)-3,5-dichlorophenylmethyl]-5,7-dimethyl-2-ethyl-3H-imidazo[4,5-b]-pyridine

HRID 1492584Notes

Reaction equation

HRID 1492584 reaction equation
Br[CH2:2][C:3]1[CH:20]=[C:19]([Cl:21])[C:6]([O:7][CH:8]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[C:9]([O:11][CH3:12])=[O:10])=[C:5]([Cl:22])[CH:4]=1.[CH3:23][C:24]1[N:29]=[C:28]2[N:30]=[C:31]([CH2:33][CH3:34])[NH:32][C:27]2=[C:26]([CH3:35])[CH:25]=1>>[C:9]([CH:8]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[O:7][C:6]1[C:19]([Cl:21])=[CH:20][C:3]([CH2:2][N:30]2[C:28]3=[N:29][C:24]([CH3:23])=[CH:25][C:26]([CH3:35])=[C:27]3[N:32]=[C:31]2[CH2:33][CH3:34])=[CH:4][C:5]=1[Cl:22])([O:11][CH3:12])=[O:10]

Participants

3

Reactant 2

HCID 98153742,6-Dimethyl-8-ethyl-1-deazapurineHCID 19385677Methyl 2-(4-bromomethyl-2,6-dichlorophenoxy)-2-phenylacetate

Product 1

HCID 193855913-[4-(1-carbomethoxy-1-phenylmethoxy)-3,5-dichlorophenylmethyl]-5,7-dimethyl-2-ethyl-3H-imidazo[4,5-b]-pyridineYield 68%

Procedure

The product of Step E (0.126 g, 0.31 mmol) was used to alkylate 0.050 g (0.29 mmol) of 5,7-dimethyl-2-ethylimidazo[4,5-b]pyridine according to the procedure described for Step B of Example 2, which after purification afforded 0.096 g (68%) of the title compound.

Workup

  1. customafter purification

Sources & evidence

ORD record
ord-eb540c4f4a854cac9f9c756af1fb9492
Source dataset
uspto-grants-1994_12
Patent number
US05374638

Reaction notes

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