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

HRID 2263897Notes

Reaction equation

HRID 2263897 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([CH3:35])[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]([CH3:31])([CH3:30])[C:28]#[N:29])=[CH:23][C:22]=3[O:32][CH2:33][CH3:34])=[N:9]2)=[CH:4][CH:3]=1.[C:36](Cl)([Cl:38])=[O:37]>C(N(CC)CC)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2([CH3:35])[C:12]([C:14]3[CH:15]=[CH:16][C:17]([Cl:20])=[CH:18][CH:19]=3)([CH3:13])[N:11]([C:36]([Cl:38])=[O:37])[C:10]([C:21]3[CH:26]=[CH:25][C:24]([C:27]([C:28]#[N:29])([CH3:30])[CH3:31])=[CH:23][C:22]=3[O:32][CH2:33][CH3:34])=[N:9]2)=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 6371PhosgeneHCID 68685219HCID 68685219, compound

Product 1

HCID 72455749rac-(4S*,5R*)-4,5-Bis-(4-chloro-phenyl)-2-[4-(cyano-dimethyl-methyl)-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, 2-{4-[rac-(4S*,5R*)-4,5-bis-(4-chloro-phenyl)-4,5-dimethyl-4,5-dihydro-1H-imidazol-2-yl]-3-ethoxy-phenyl}-2-methyl-propionitrile (example 17) was reacted with phosgene in the presence of triethylamine to give the title compound.

Sources & evidence

ORD record
ord-be55a886e50b49f9854262f6d329c68a
Source dataset
uspto-grants-2010_12
Patent number
US07851626B2

Reaction notes

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