Phosgene → rac-(4S*,5R*)-4,5-Bis-(4-chloro-phenyl)-2-[4-(1,1-dimethyl-2-oxo-propyl)-2-ethoxy-phenyl]-4,5-dimethyl-4,5-dihydro-imidazole-1-carbonyl chloride

HRID 2264013Notes

Reaction equation

HRID 2264013 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([CH3:36])[C:12]([C:14]3[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=3)([CH3:13])[NH:11][C:10]([C:21]3[CH:26]=[CH:25][C:24]([C:27]([CH3:32])([CH3:31])[C:28](=[O:30])[CH3:29])=[CH:23][C:22]=3[O:33][CH2:34][CH3:35])=[N:9]2)=[CH:4][CH:3]=1.[C:37](Cl)([Cl:39])=[O:38]>C(N(CC)CC)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([CH3:36])[C:12]([C:14]3[CH:15]=[CH:16][C:17]([Cl:20])=[CH:18][CH:19]=3)([CH3:13])[N:11]([C:37]([Cl:39])=[O:38])[C:10]([C:21]3[CH:26]=[CH:25][C:24]([C:27]([CH3:32])([CH3:31])[C:28](=[O:30])[CH3:29])=[CH:23][C:22]=3[O:33][CH2:34][CH3:35])=[N:9]2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 6371PhosgeneHCID 670713143-{4-[4,5-bis-(4-chloro-phenyl)-4,5-dimethyl-4,5-dihydro-1H-imidazol-2-yl]-3-ethoxy-phenyl}-3-methyl-butan-2-one

Product 1

HCID 72455723rac-(4S*,5R*)-4,5-Bis-(4-chloro-phenyl)-2-[4-(1,1-dimethyl-2-oxo-propyl)-2-ethoxy-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, 3-{4-[4,5-bis-(4-chloro-phenyl)-4,5-dimethyl-4,5-dihydro-1H-imidazol-2-yl]-3-ethoxy-phenyl}-3-methyl-butan-2-one was reacted with phosgene in the presence of triethylamine to give the title compound.

Sources & evidence

ORD record
ord-d6cf4d2fae354ad09fd9017c157b94a8
Source dataset
uspto-grants-2010_12
Patent number
US07851626B2

Reaction notes

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