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

HRID 2264053
Notes
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Reaction equation

HRID 2264053 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[NH:12][CH:13]([C:24]3[CH:29]=[CH:28][C:27]([Cl:30])=[CH:26][CH:25]=3)[C:14]([C:17]3[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][CH:18]=3)([CH3:16])[N:15]=2)=[C:7]([O:31][CH2:32][CH3:33])[CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[C:34](Cl)([Cl:36])=[O:35]>C(N(CC)CC)C>[C:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[N:12]([C:34]([Cl:36])=[O:35])[CH:13]([C:24]3[CH:25]=[CH:26][C:27]([Cl:30])=[CH:28][CH:29]=3)[C:14]([C:17]3[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][CH:18]=3)([CH3:16])[N:15]=2)=[C:7]([O:31][CH2:32][CH3:33])[CH:6]=1)([CH3:2])([CH3:3])[CH3:4]
ParticipantsProcedureSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 6371PhosgeneHCID 178466263HCID 178466263, compound

Product 1

HCID 72455720rac-(4S*,5R*)-2-(4-tert-Butyl-2-ethoxy-phenyl)-4,5-bis-(4-chloro-phenyl)-4-methyl-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-tert-butyl-2-ethoxy-phenyl)-4,5-bis-(4-chloro-phenyl)-4-methyl-4,5-dihydro-1H-imidazole was reacted with phosgene in the presence of triethylamine to give the title compound.

Sources & evidence

ORD record
ord-4c6d005f82954e2d935f6b0e2b891331
Source dataset
uspto-grants-2010_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07851626B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes