Acetophenone → 2-[2-(2-Bromophenyl)-6-quinolyl]-1-cyclohexyl-benzimidazole-5-carboxylic acid

HRID 1788589Notes

Reaction equation

HRID 1788589 reaction equation
C(OC(=O)C1C=CC(NC2CCCCC2)=C(NC(C2C=C3C(=CC=2)N=C(C2C(C4C=CC(Cl)=CC=4)=CC=C(C(N4CCCC4)=O)C=2)C=C3)=O)C=1)C.ClC1C=CC([C:57]2[C:62]([C:63]3[CH:72]=[CH:71][C:70]4[C:65](=[CH:66][CH:67]=[C:68]([C:73]5[N:77]([CH:78]6[CH2:83][CH2:82][CH2:81][CH2:80][CH2:79]6)[C:76]6[CH:84]=[CH:85][C:86]([C:88]([OH:90])=[O:89])=[CH:87][C:75]=6[N:74]=5)[CH:69]=4)[N:64]=3)=[CH:61][C:60](C(N3CCCC3)=O)=[CH:59][CH:58]=2)=CC=1.[Br:100]C1C=CC=CC=1C(=O)C.C(C1C=CC=CC=1)(=O)C>>[Br:100][C:57]1[CH:58]=[CH:59][CH:60]=[CH:61][C:62]=1[C:63]1[CH:72]=[CH:71][C:70]2[C:65](=[CH:66][CH:67]=[C:68]([C:73]3[N:77]([CH:78]4[CH2:83][CH2:82][CH2:81][CH2:80][CH2:79]4)[C:76]4[CH:84]=[CH:85][C:86]([C:88]([OH:90])=[O:89])=[CH:87][C:75]=4[N:74]=3)[CH:69]=2)[N:64]=1

Participants

5

Reactant 4

HCID 7410AcetophenoneHCID 750602'-BromoacetophenoneHCID 111813412-{2-[4'-Chloro-4-(pyrrolidine-1-carbonyl)-biphen-2-yl]-quinolin-6-yl}-1-cyclohexyl-1H-benzoimidazole-5-carboxylic acidHCID 576030893-({2-[4'-Chloro-4-(pyrrolidine-1-carbonyl)-biphen-2-yl]-quinoline-6-carbonyl}-amino)-4-cyclohexylamino-benzoic acid ethyl ester

Product 1

HCID 52759782-[2-(2-Bromophenyl)-6-quinolyl]-1-cyclohexyl-benzimidazole-5-carboxylic acid

Procedure

The title compound was synthesized in four steps as described for Compound 13, Compound 25, Compound 27 Q=ethyl and Compound 204, respectively, except 2′-bromoacetophenon was used in the first step instead of acetophenone.

Sources & evidence

ORD record
ord-be5034d2404c402f953fb1dc96bb4aaf
Source dataset
uspto-grants-2009_03
Patent number
US07511145B2

Reaction notes

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