1-Bromo-2-methylpropane → 3-[4-(N-(1-carbomethoxy-1-phenylmethyl)-N-iso-butylamino)phenylmethyl]-5,7-dimethyl-2-ethyl-3H-imidazo[4,5-b]-pyridine

HRID 1492614Notes

Reaction equation

HRID 1492614 reaction equation
[C:1]([CH:5]([NH:12][C:13]1[CH:18]=[CH:17][C:16]([CH2:19][N:20]2[C:24]3=[N:25][C:26]([CH3:30])=[CH:27][C:28]([CH3:29])=[C:23]3[N:22]=[C:21]2[CH2:31][CH3:32])=[CH:15][CH:14]=1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)([O:3][CH3:4])=[O:2].[CH2:33](Br)[CH:34]([CH3:36])[CH3:35]>>[C:1]([CH:5]([N:12]([C:13]1[CH:18]=[CH:17][C:16]([CH2:19][N:20]2[C:24]3=[N:25][C:26]([CH3:30])=[CH:27][C:28]([CH3:29])=[C:23]3[N:22]=[C:21]2[CH2:31][CH3:32])=[CH:15][CH:14]=1)[CH2:33][CH:34]([CH3:36])[CH3:35])[C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1)([O:3][CH3:4])=[O:2]

Participants

3

Reactant 2

HCID 65551-Bromo-2-methylpropaneHCID 10251994HCID 10251994, compound

Product 1

HCID 102547743-[4-(N-(1-carbomethoxy-1-phenylmethyl)-N-iso-butylamino)phenylmethyl]-5,7-dimethyl-2-ethyl-3H-imidazo[4,5-b]-pyridine

Procedure

Using the general procedure for the alkylation of secondary amines described in Step A of Example 29, 3-[4-(N-(1-carbomethoxy-1-phenylmethylamino)phenylmethyl]-5,7-dimethyl-2-ethyl-3H-imidazo[4,5-b]pyridine (Step A, Example 28) was alkylated with iso-butyl bromide. Standard workup and purification by flash chromatography afforded the title compound.

Workup

  1. customStandard workup and purification by flash chromatography

Sources & evidence

ORD record
ord-7d395724660b46339fcdc38cf8e145b4
Source dataset
uspto-grants-1994_12
Patent number
US05374638

Reaction notes

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