4-Bromo-1-trityl-1H-imidazole → 4-((4-bromo-1-trityl-1H-imidazol-2-yl)(3-(tert-butyldimethylsilyloxy)-5-ethyl-2-fluorophenyl)methylamino)benzonitrile

HRID 2105015Notes

Reaction equation

HRID 2105015 reaction equation
BrC1N=C(N(CC2C=C(OCC)C=C(OC(C)C)C=2F)C2C=CC(C#N)=CC=2)N(C(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)C=1.[Br:50][C:51]1[N:52]=[CH:53][N:54]([C:56]([C:69]2[CH:74]=[CH:73][CH:72]=[CH:71][CH:70]=2)([C:63]2[CH:68]=[CH:67][CH:66]=[CH:65][CH:64]=2)[C:57]2[CH:62]=[CH:61][CH:60]=[CH:59][CH:58]=2)[CH:55]=1.[Si:75]([O:82][C:83]1[C:84]([F:101])=[C:85]([CH:96]=[C:97]([CH2:99][CH3:100])[CH:98]=1)/[CH:86]=[N:87]/[C:88]1[CH:95]=[CH:94][C:91]([C:92]#[N:93])=[CH:90][CH:89]=1)([C:78]([CH3:81])([CH3:80])[CH3:79])([CH3:77])[CH3:76]>>[Br:50][C:51]1[N:52]=[C:53]([N:87]([CH2:86][C:85]2[CH:96]=[C:97]([CH2:99][CH3:100])[CH:98]=[C:83]([O:82][Si:75]([C:78]([CH3:81])([CH3:80])[CH3:79])([CH3:77])[CH3:76])[C:84]=2[F:101])[C:88]2[CH:89]=[CH:90][C:91]([C:92]#[N:93])=[CH:94][CH:95]=2)[N:54]([C:56]([C:63]2[CH:64]=[CH:65][CH:66]=[CH:67][CH:68]=2)([C:57]2[CH:58]=[CH:59][CH:60]=[CH:61][CH:62]=2)[C:69]2[CH:74]=[CH:73][CH:72]=[CH:71][CH:70]=2)[CH:55]=1

Participants

4

Reactant 3

HCID 27732744-Bromo-1-trityl-1H-imidazoleHCID 688128174-((4-bromo-1-trityl-1H-imidazol-2-yl)(5-ethoxy-2-fluoro-3-isopropoxyphenyl)methylamino)benzonitrileHCID 178436565HCID 178436565, compound

Product 1

HCID 688130564-((4-bromo-1-trityl-1H-imidazol-2-yl)(3-(tert-butyldimethylsilyloxy)-5-ethyl-2-fluorophenyl)methylamino)benzonitrileYield 65.6%

Procedure

According to the procedure for the preparation of Intermediate 28.1, reaction of 4-bromo-1-triphenylmethyl-imidazole (100 mg) with Intermediate 188.4 (102 mg) afforded 130 mg of Intermediate 188.5.

Sources & evidence

ORD record
ord-e5a626b1bcc54fd486ecf5b5a74f89ae
Source dataset
uspto-grants-2009_08
Patent number
US07576098B2

Reaction notes

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