Hydrochloric Acid → 2,6-dichloro-4-(1H-pyrazol-5-yl)benzonitrile hydrochloride

HRID 872770Notes

Reaction equation

HRID 872770 reaction equation
[Cl:1][C:2]1[CH:9]=[C:8](I)[CH:7]=[C:6]([Cl:11])[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>>[ClH:1].[Cl:1][C:2]1[CH:9]=[C:8]([C:20]2[NH:19][N:18]=[CH:22][CH:21]=2)[CH:7]=[C:6]([Cl:11])[C:3]=1[C:4]#[N:5]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 115872081-(tetrahydro-2H-pyran-2-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazoleHCID 15811087HCID 15811087, compound

Product 1

HCID 671727462,6-dichloro-4-(1H-pyrazol-5-yl)benzonitrile hydrochloride

Procedure

The title compound was prepared from 2,6-dichloro-4-iodobenzonitrile (1.09 g, 3.66 mmol) and 1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazole-5-boronic acid pinacol ester (1.32 g, 4.76 mmol) as described in Example 34 (a) and (b) until the isolation of the hydrochloride. Yield 0.824 g. 1H NMR (400 MHz; d6-DMSO): δ 7.07 (d, 1H), 7.88 (d, 1H), 8.14 (s, 2H).

Sources & evidence

ORD record
ord-2b5be641e0534fd6849d03fd483f32fc
Source dataset
uspto-grants-2015_03
Patent number
US08975254B2

Reaction notes

Loading…