2-(Bromomethyl)-4'-chloro-4-methoxy-1,1'-biphenyl → Ethyl (2E)-3-(2-{4-[(4'-chloro-4-methoxy-1,1'-biphenyl-2-yl)methoxy]phenyl}-1-cyclohexyl-1H-imidazol-4-yl)-2-methyl-2-propenoate

HRID 2216536Notes

Reaction equation

HRID 2216536 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]([CH:21]3[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]3)[CH:10]=[C:11](/[CH:13]=[C:14](\[CH3:20])/[C:15]([O:17][CH2:18][CH3:19])=[O:16])[N:12]=2)=[CH:4][CH:3]=1.[Cl:27][C:28]1[CH:33]=[CH:32][C:31]([C:34]2[CH:39]=[CH:38][C:37]([O:40][CH3:41])=[CH:36][C:35]=2[CH2:42]Br)=[CH:30][CH:29]=1>>[Cl:27][C:28]1[CH:29]=[CH:30][C:31]([C:34]2[CH:39]=[CH:38][C:37]([O:40][CH3:41])=[CH:36][C:35]=2[CH2:42][O:1][C:2]2[CH:7]=[CH:6][C:5]([C:8]3[N:9]([CH:21]4[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]4)[CH:10]=[C:11](/[CH:13]=[C:14](\[CH3:20])/[C:15]([O:17][CH2:18][CH3:19])=[O:16])[N:12]=3)=[CH:4][CH:3]=2)=[CH:32][CH:33]=1

Participants

3

Reactant 2

HCID 219433382-(Bromomethyl)-4'-chloro-4-methoxy-1,1'-biphenylHCID 136008555Ethyl (2E)-3-{2-[4-(hydroxy)phenyl]-1-cyclohexyl-1H-imidazol-4-yl}-2-methyl-2-propenoate

Product 1

HCID 11319241Ethyl (2E)-3-(2-{4-[(4'-chloro-4-methoxy-1,1'-biphenyl-2-yl)methoxy]phenyl}-1-cyclohexyl-1H-imidazol-4-yl)-2-methyl-2-propenoateYield 49%

Procedure

According to the procedure for preparation of 4.4, phenol 13.3 (73 mg, 0.206 mmol) was alkylated with (4′-chloro-4-methoxy-1,1′-biphenyl-2-yl)methyl bromide (71 mg, 0.227 mmol), to yield 59 mg (49%) of 13.4. MS (ESI) 585.4 (MH+).

Sources & evidence

ORD record
ord-0d2057a3c7354570bfbac719983817e8
Source dataset
uspto-grants-2006_09
Patent number
US07112601B2

Reaction notes

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