Methylamine → HCID 178437454, compound

HRID 466723Notes

Reaction equation

HRID 466723 reaction equation
Br[C:2]1[N:7]=[C:6]2[N:8]([CH2:13][C:14]3[CH:19]=[CH:18][C:17]([C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=4[C:26]4[NH:30][N:29]=[N:28][N:27]=4)=[CH:16][CH:15]=3)[C:9]([CH2:11][CH3:12])=[N:10][C:5]2=[C:4]([CH3:31])[CH:3]=1.[CH3:32][NH2:33]>CCO>[CH2:11]([C:9]1[N:8]([CH2:13][C:14]2[CH:15]=[CH:16][C:17]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=3[C:26]3[NH:27][N:28]=[N:29][N:30]=3)=[CH:18][CH:19]=2)[C:6]2=[N:7][C:2]([NH:33][CH3:32])=[CH:3][C:4]([CH3:31])=[C:5]2[N:10]=1)[CH3:12]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 178437403HCID 178437403, compound

Product 1

HCID 178437454HCID 178437454, compoundYield 51.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
180 °C

Procedure

A mixture of 5-Bromo-2-ethyl-7-methyl-3-(2'-(tetrazol-5-yl)biphen-4-yl)methyl-3H-imidazo[4,5-b]pyridine (74 mg), methylamine (0.6 g), and EtOH (2 mL) was heated in a bomb at 180° C. for 16 hours. Concentration and purification (SiO2, 90/9/1 CH2Cl2 /MeOH/NH4OH) gave 34.4 mg of the title compound.

Workup

  1. concentrationConcentration and purification (SiO2, 90/9/1 CH2Cl2 /MeOH/NH4OH)

Sources & evidence

ORD record
ord-58dc009491594d0ba9e956f59daa6453
Source dataset
uspto-grants-1992_10
Patent number
US05157026

Reaction notes

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