2-Amino-4-methylpyridine → 2-(4'-Chloropropoxy-3'-methoxyphenyl)-7-methylimidazo[1,2-a]pyridine hydrobromide

HRID 1072035Notes

Reaction equation

HRID 1072035 reaction equation
[Br:1][CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([O:11][CH2:12][CH2:13][CH2:14][Cl:15])=[C:7]([O:16][CH3:17])[CH:6]=1)=O.[NH2:18][C:19]1[CH:24]=[C:23]([CH3:25])[CH:22]=[CH:21][N:20]=1>C(O)C>[BrH:1].[Cl:15][CH2:14][CH2:13][CH2:12][O:11][C:8]1[CH:9]=[CH:10][C:5]([C:3]2[N:18]=[C:19]3[CH:24]=[C:23]([CH3:25])[CH:22]=[CH:21][N:20]3[CH:2]=2)=[CH:6][C:7]=1[O:16][CH3:17]

Participants

4

Reactant 2

HCID 15332-Amino-4-methylpyridineHCID 22015629alpha-Bromo-3'-methoxy-4'-chloropropoxyacetophenone

Product 1

HCID 220155982-(4'-Chloropropoxy-3'-methoxyphenyl)-7-methylimidazo[1,2-a]pyridine hydrobromideYield 70.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of the product of Step B (1.44 g) and 2-amino-4-picoline (0.486 g) in ethanol (6 mL) was heated at 73° C. for 1 hour. The reaction mixture was cooled to ambient temperature and evaporated to a yellow solid. The solid was stirred with 25 mL of dichloromethane for approximately 10 minutes. The mixture was filtered and the solid product collected to yield the title compound (1.3 g).

Workup

  1. customevaporated to a yellow solid
  2. filtrationThe mixture was filtered
  3. customthe solid product collected

Sources & evidence

ORD record
ord-c237723774134c6fa3713115b59323df
Source dataset
uspto-grants-2005_06
Patent number
US06908929B2

Reaction notes

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