Phosgene → rac-(4S*,5R*)-2-(4-Bromo-2-ethoxy-phenyl)-4,5-bis-(4-chloro-phenyl)-4,5-dimethyl-4,5-dihydro-imidazole-1-carbonyl chloride

HRID 2263959Notes

Reaction equation

HRID 2263959 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[NH:9][C:10]([C:22]3[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][CH:23]=3)([CH3:21])[C:11]([C:14]3[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=3)([CH3:13])[N:12]=2)=[C:4]([O:29][CH2:30][CH3:31])[CH:3]=1.[C:32](Cl)([Cl:34])=[O:33]>C(N(CC)CC)C>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]([C:32]([Cl:34])=[O:33])[C:11]([C:14]3[CH:15]=[CH:16][C:17]([Cl:20])=[CH:18][CH:19]=3)([CH3:13])[C:10]([C:22]3[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][CH:23]=3)([CH3:21])[N:9]=2)=[C:4]([O:29][CH2:30][CH3:31])[CH:3]=1

Participants

4

Reactant 2

HCID 6371PhosgeneHCID 68683683rac-(4S*,5R*)-2-(4-Bromo-2-ethoxy-phenyl)-4,5-bis-(4-chloro-phenyl)-4,5-dimethyl-4,5-dihydro-1H-imidazole

Product 1

HCID 73408748rac-(4S*,5R*)-2-(4-Bromo-2-ethoxy-phenyl)-4,5-bis-(4-chloro-phenyl)-4,5-dimethyl-4,5-dihydro-imidazole-1-carbonyl chloride

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

In a manner analogous to the method described in example 3, rac-(4S*,5R*)-2-(4-bromo-2-ethoxy-phenyl)-4,5-bis-(4-chloro-phenyl)-4,5-dimethyl-4,5-dihydro-1H-imidazole was reacted with phosgene in the presence of triethylamine to give the title compound.

Sources & evidence

ORD record
ord-92481f43a1d2446cb661eba5a301f3ee
Source dataset
uspto-grants-2010_12
Patent number
US07851626B2

Reaction notes

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