1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole → HCID 89600353, compound

HRID 2277705Notes

Reaction equation

HRID 2277705 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[C:7](=[O:11])[N:6]([C:12]1[CH:13]=[N:14][CH:15]=[C:16]([CH2:18]Cl)[CH:17]=1)[C:5]2([CH3:21])[CH3:20].[CH3:22][N:23]1[CH:27]=[C:26](B2OC(C)(C)C(C)(C)O2)[CH:25]=[N:24]1>>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[C:7](=[O:11])[N:6]([C:12]1[CH:13]=[N:14][CH:15]=[C:16]([CH2:18][C:26]3[CH:25]=[N:24][N:23]([CH3:22])[CH:27]=3)[CH:17]=1)[C:5]2([CH3:21])[CH3:20]

Participants

3

Reactant 2

HCID 27739871-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazoleHCID 86685933HCID 86685933, compound

Product 1

HCID 89600353HCID 89600353, compound

Procedure

In analogy to the procedure described for the preparation of example 204, 5-chloro-2-(5-chloromethyl-pyridin-3-yl)-3,3-dimethyl-2,3-dihydro-isoindol-1-one (intermediate A-12-1) and 1-methylpyrazole-4-boronic acid pinacol ester were used to yield the title compound as a light yellowish solid (yield 15%). MS: 367.2 (M+H+).

Sources & evidence

ORD record
ord-ae1324cabbd7490c857535de1b716a27
Source dataset
uspto-grants-2015_09
Patent number
US09133158B2

Reaction notes

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