1H-Pyrazole-4-boronic acid → 5-Methyl-7-(1H-pyrazol-4-yl)-2-(2-quinolin-2-yl-ethyl)-3,5-dihydro-2H-pyrrolo[3,4-c]pyridine-1,6-dione

HRID 1752633Notes

Reaction equation

HRID 1752633 reaction equation
Cl[C:2]1[C:7](=[O:8])[N:6]([CH3:9])[CH:5]=[C:4]2[CH2:10][N:11]([CH2:14][CH2:15][C:16]3[CH:25]=[CH:24][C:23]4[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=4)[N:17]=3)[C:12](=[O:13])[C:3]=12.[NH:26]1[CH:30]=[C:29](B(O)O)[CH:28]=[N:27]1>>[CH3:9][N:6]1[C:7](=[O:8])[C:2]([C:29]2[CH:30]=[N:26][NH:27][CH:28]=2)=[C:3]2[C:12](=[O:13])[N:11]([CH2:14][CH2:15][C:16]3[CH:25]=[CH:24][C:23]4[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=4)[N:17]=3)[CH2:10][C:4]2=[CH:5]1

Participants

3

Reactant 2

HCID 177502781H-Pyrazole-4-boronic acidHCID 734247287-Chloro-5-methyl-2-(2-(quinolin-2-YL)ethyl)-2,3-dihydro-1H-pyrrolo[3,4-C]pyridine-1,6(5H)-dione

Product 1

HCID 862964735-Methyl-7-(1H-pyrazol-4-yl)-2-(2-quinolin-2-yl-ethyl)-3,5-dihydro-2H-pyrrolo[3,4-c]pyridine-1,6-dione

Procedure

The title compound was prepared in analogy to the process of Example 13 starting from 7-chloro-5-methyl-2-(2-quinolin-2-yl-ethyl)-3,5-dihydro-2H-pyrrolo[3,4-c]pyridine-1,6-dione (see Example c4)) and 1H-pyrazol-4-ylboronic acid.

Sources & evidence

ORD record
ord-f4d24008f3944406a3e69f8d7d48f3ce
Source dataset
uspto-grants-2015_10
Patent number
US09163019B2

Reaction notes

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