[(4s,5r)-2-(6-Tert-butyl-4-ethoxy-pyridin-3-yl)-4,5-bis-(4-chloro-phenyl)-4,5-dimethyl-4,5-dihydro-imidazol-1-yl]-(4-methanesulfonylmethyl-piperidin-1-yl)-methanone → [(4s,5r)-2-(2-Tert-butyl-4-ethoxy-pyrimidin-5-yl)-4,5-bis-(4-chloro-phenyl)-4,5-dimethyl-4,5-dihydro-imidazol-1-yl]-(4-methanesulfonylmethyl-piperidin-1-yl)-methanone

HRID 1894400Notes

Reaction equation

HRID 1894400 reaction equation
C(C1N=C(OCC)C(C2N(C(Cl)=O)[C@@](C3C=CC(Cl)=CC=3)(C)[C@@](C3C=CC(Cl)=CC=3)(C)N=2)=C[N:6]=1)(C)(C)C.[C:38]([C:42]1[N:47]=[CH:46][C:45]([C:48]2[N:49]([C:69]([N:71]3[CH2:76][CH2:75][CH:74]([CH2:77][S:78]([CH3:81])(=[O:80])=[O:79])[CH2:73][CH2:72]3)=[O:70])[C@@:50]([C:62]3[CH:67]=[CH:66][C:65]([Cl:68])=[CH:64][CH:63]=3)([CH3:61])[C@@:51]([C:54]3[CH:59]=[CH:58][C:57]([Cl:60])=[CH:56][CH:55]=3)([CH3:53])[N:52]=2)=[C:44]([O:82][CH2:83][CH3:84])C=1)([CH3:41])([CH3:40])[CH3:39]>>[C:38]([C:42]1[N:6]=[C:44]([O:82][CH2:83][CH3:84])[C:45]([C:48]2[N:49]([C:69]([N:71]3[CH2:72][CH2:73][CH:74]([CH2:77][S:78]([CH3:81])(=[O:80])=[O:79])[CH2:75][CH2:76]3)=[O:70])[C@@:50]([C:62]3[CH:67]=[CH:66][C:65]([Cl:68])=[CH:64][CH:63]=3)([CH3:61])[C@@:51]([C:54]3[CH:59]=[CH:58][C:57]([Cl:60])=[CH:56][CH:55]=3)([CH3:53])[N:52]=2)=[CH:46][N:47]=1)([CH3:40])([CH3:41])[CH3:39]

Participants

3

Reactant 2

HCID 25261022[(4s,5r)-2-(6-Tert-butyl-4-ethoxy-pyridin-3-yl)-4,5-bis-(4-chloro-phenyl)-4,5-dimethyl-4,5-dihydro-imidazol-1-yl]-(4-methanesulfonylmethyl-piperidin-1-yl)-methanoneHCID 57669984HCID 57669984, compound

Product 1

HCID 25262132[(4s,5r)-2-(2-Tert-butyl-4-ethoxy-pyrimidin-5-yl)-4,5-bis-(4-chloro-phenyl)-4,5-dimethyl-4,5-dihydro-imidazol-1-yl]-(4-methanesulfonylmethyl-piperidin-1-yl)-methanone

Procedure

In a manner analogous to the method described in example 3, (4S,5R)-2-(2-tert-butyl-4-ethoxy-pyrimidin-5-yl)-4,5-bis-(4-chloro-phenyl)-4,5-dimethyl-4,5-dihydro-imidazole-1-carbonyl chloride (example 51) was reacted with 4-methanesulfonylmethyl-piperidine (example 52) to give the title compound. HR-MS (ES, m/z) calculated for C35H44Cl2N5O4S [(M+H)+] 700.2486, observed 700.2485.

Sources & evidence

ORD record
ord-2e92a7507a2740e6927661c81261b074
Source dataset
uspto-grants-2013_08
Patent number
US08513239B2

Reaction notes

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