1-(tetrahydro-2H-pyran-2-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole → HCID 67170874, compound

HRID 872764Notes

Reaction equation

HRID 872764 reaction equation
[Cl:1][C:2]1[C:9]([F:10])=[C:8](I)[CH:7]=[CH:6][C:3]=1[C:4]#[N:5].O1CCCCC1[N:18]1[C:22](B2OC(C)(C)C(C)(C)O2)=[CH:21][CH:20]=[N:19]1>>[Cl:1][C:2]1[C:9]([F:10])=[C:8]([C:20]2[NH:19][N:18]=[CH:22][CH:21]=2)[CH:7]=[CH:6][C:3]=1[C:4]#[N:5]

Participants

3

Reactant 2

HCID 115872081-(tetrahydro-2H-pyran-2-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazoleHCID 595568762-Chloro-3-fluoro-4-iodobenzonitrile

Product 1

HCID 67170874HCID 67170874, compound

Procedure

The title compound was prepared from 2-chloro-3-fluoro-4-iodobenzonitrile (0.242 g, 0.86 mmol) and 1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazole-5-boronic acid pinacol ester (0.239 g, 0.86 mmol) using the method of Example 34 (a) and (b). Yield 0.075 g. 1H NMR (400 MHz; MeOD): δ 6.84 (dd, 1H), 7.59 (m, 2H), 7.79 (s, 1H), 8.08 (bs, 1H).

Sources & evidence

ORD record
ord-fdf443ae7a6941ea881ec0d50df08337
Source dataset
uspto-grants-2015_03
Patent number
US08975254B2

Reaction notes

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