Bromoacetyl bromide → 2-[5-(2-Bromoacetyl)-2-ethoxyphenyl]-5-methyl-7-cycloheptyl-3H-imidazo[5,1-f][1,2,4]triazin-4-one

HRID 11270Notes

Reaction equation

HRID 11270 reaction equation
[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[C:10]1[NH:15][C:14](=[O:16])[C:13]2=[C:17]([CH3:27])[N:18]=[C:19]([CH:20]3[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]3)[N:12]2[N:11]=1)[CH3:2].[Br:28][CH2:29][C:30](Br)=[O:31].[Cl-].[Cl-].[Cl-].[Al+3]>CCOCC>[Br:28][CH2:29][C:30]([C:7]1[CH:8]=[CH:9][C:4]([O:3][CH2:1][CH3:2])=[C:5]([C:10]2[NH:15][C:14](=[O:16])[C:13]3=[C:17]([CH3:27])[N:18]=[C:19]([CH:20]4[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]4)[N:12]3[N:11]=2)[CH:6]=1)=[O:31]

Participants

5

Reactant 3

HCID 61147Bromoacetyl bromideHCID 6451240Aluminum(III) ChlorideHCID 135604935HCID 135604935, compound

Product 1

HCID 1356049682-[5-(2-Bromoacetyl)-2-ethoxyphenyl]-5-methyl-7-cycloheptyl-3H-imidazo[5,1-f][1,2,4]triazin-4-oneYield 66.5%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Analogously to example 57A, 1.36 g (3.7 mmol) of the compound from example 28A were reacted with 1.5 g (7.4 mmol) of bromoacetyl bromide and 1.48 g (1.1 mmol) of aluminum trichloride. Trituration with ether gave 1.2 g (66.3%) of the desired product.

Sources & evidence

ORD record
ord-e437a9002e724c88bacab9094317fea1
Source dataset
uspto-grants-2006_08
Patent number
US07098207B2

Reaction notes

Loading…