HCID 22380228, compound → HCID 178462638, compound

HRID 895589Notes

Reaction equation

HRID 895589 reaction equation
Cl[CH2:2][C:3]1[N:7]([CH2:8][CH3:9])[C:6]2[CH:10]=[CH:11][C:12]([C:14]#[N:15])=[CH:13][C:5]=2[N:4]=1.C(OC([N:23]1[CH:27]=[CH:26][C:25]([C:28]2[NH:29][CH:30]=[CH:31][N:32]=2)=[N:24]1)=O)(C)(C)C>>[CH2:8]([N:7]1[C:6]2[CH:10]=[CH:11][C:12]([C:14]#[N:15])=[CH:13][C:5]=2[N:4]=[C:3]1[CH2:2][N:32]1[CH:31]=[CH:30][N:29]=[C:28]1[C:25]1[CH:26]=[CH:27][NH:23][N:24]=1)[CH3:9]

Participants

3

Reactant 2

HCID 22380228HCID 22380228, compoundHCID 136343459HCID 136343459, compound

Product 1

HCID 178462638HCID 178462638, compound

Procedure

As described previously, nucleophilic displacement of 2-Chloromethyl-1-ethyl-1H-benzoimidazole-5-carbonitrile with 3-(1H-Imidazol-2-yl)-pyrazole-1-carboxylic acid tert-butyl ester followed by usual work-up provides 1-Ethyl-2-[2-(1H-pyrazol-3-yl)-imidazol-1-ylmethyl]-1H-benzoimidazole-5-carbonitrile; 1H NMR (CD3OD) δ 7.97 (s, 1H), 7.53 (brs, 1H), 7.46 (d, J=8.7 Hz, 1H), 7.35 (d, J=8.1 Hz, 1H), 6.97 (d, J=6.3 Hz, 2H), 6.79 (br s, 1H), 6.10 (s, 2H), 4.22 (q, J=7.2 Hz, 2H), 0.88 (t, J=7.2 Hz, 3H); m/z 318 [M+1].

Sources & evidence

ORD record
ord-d27ef2320d7140d1af763f3804fe8a93
Source dataset
uspto-grants-2005_07
Patent number
US06916819B2

Reaction notes

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