Iodobenzene → (E)-3-(4-((E)-2-Phenyl-1-(1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-5-yl)but-1-en-1-yl)phenyl)acrylonitrile

HRID 1057200Notes

Reaction equation

HRID 1057200 reaction equation
[C:1]([C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[N:10]([CH:14]1[CH2:19][CH2:18][CH2:17][CH2:16][O:15]1)[N:9]=[CH:8]2)#[C:2][CH2:3][CH3:4].I[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.[C:27](/[CH:29]=[CH:30]/[C:31]1[CH:36]=[CH:35][C:34](B(O)O)=[CH:33][CH:32]=1)#[N:28]>>[C:21]1(/[C:2](/[CH2:3][CH3:4])=[C:1](\[C:34]2[CH:35]=[CH:36][C:31](/[CH:30]=[CH:29]/[C:27]#[N:28])=[CH:32][CH:33]=2)/[C:5]2[CH:6]=[C:7]3[C:11](=[CH:12][CH:13]=2)[N:10]([CH:14]2[CH2:19][CH2:18][CH2:17][CH2:16][O:15]2)[N:9]=[CH:8]3)[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Participants

4

Reactant 3

HCID 11575IodobenzeneHCID 467387534-(2-Cyanovinyl)phenylboronic acidHCID 667932705-(But-1-yn-1-yl)-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole

Product 1

HCID 66802201(E)-3-(4-((E)-2-Phenyl-1-(1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-5-yl)but-1-en-1-yl)phenyl)acrylonitrile

Procedure

The title compound was prepared from Intermediate 3, iodobenzene, and (E)-(4-(2-cyanovinyl)phenyl)boronic acid following General Procedure C. LCMS: 376 [(M-THP+H)+H]+.

Sources & evidence

ORD record
ord-49250e20851040679c345f3236b28ccd
Source dataset
uspto-grants-2016_07
Patent number
US09399646B2

Reaction notes

Loading…