Cyclohexane, (bromomethyl)- → 4-[2-(1-Cyclohexylmethyl-5,6-difluoro-1H-benzoimidazol-2-yl)-benzyloxy]-2-fluoro-benzonitrile

HRID 1875774Notes

Reaction equation

HRID 1875774 reaction equation
C1(COC2C(C3N([CH2:17][C:18]4[CH:23]=[CH:22][C:21](CCC(O)=O)=[CH:20][CH:19]=4)C4C=C(F)C(F)=CC=4N=3)=CC=CN=2)CC1.[F:35][C:36]1[C:61]([F:62])=[CH:60][C:39]2[NH:40][C:41]([C:43]3[CH:59]=[CH:58][CH:57]=[CH:56][C:44]=3[CH2:45][O:46][C:47]3[CH:54]=[CH:53][C:50]([C:51]#[N:52])=[C:49]([F:55])[CH:48]=3)=[N:42][C:38]=2[CH:37]=1.BrCC1CCCCC1>>[CH:18]1([CH2:17][N:42]2[C:38]3[CH:37]=[C:36]([F:35])[C:61]([F:62])=[CH:60][C:39]=3[N:40]=[C:41]2[C:43]2[CH:59]=[CH:58][CH:57]=[CH:56][C:44]=2[CH2:45][O:46][C:47]2[CH:54]=[CH:53][C:50]([C:51]#[N:52])=[C:49]([F:55])[CH:48]=2)[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]1

Participants

4

Reactant 3

HCID 137636Cyclohexane, (bromomethyl)-HCID 510396793-{4-[2-(2-Cyclopropylmethoxy-pyridin-3-yl)-5,6-difluoro-benzoimidazol-1-ylmethyl]-phenyl}-propionic acidHCID 670501124-[2-(5,6-difluoro-1H-benzoimidazol-2-yl)-benzyloxy]-2-fluoro-benzonitrile

Product 1

HCID 670500524-[2-(1-Cyclohexylmethyl-5,6-difluoro-1H-benzoimidazol-2-yl)-benzyloxy]-2-fluoro-benzonitrile

Procedure

The title compound was prepared in analogy to Example 19, intermediate b, from 4-[2-(5,6-difluoro-1H-benzoimidazol-2-yl)-benzyloxy]-2-fluoro-benzonitrile and bromomethyl-cyclohexane (CAS Reg. No. 2550-36-9). Light yellow solid (58%). MS (Turbo Spray): m/z=476.1 (M+H).

Sources & evidence

ORD record
ord-96d247677e0d43c5b504a8ac32affb6e
Source dataset
uspto-grants-2012_11
Patent number
US08309581B2

Reaction notes

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