HCID 57509908, compound → HCID 57509944, compound

HRID 624123Notes

Reaction equation

HRID 624123 reaction equation
[NH:1]1[CH:5]=[CH:4][C:3](B(O)O)=[N:2]1.Br[C:10]1[CH:15]=[CH:14][C:13]([NH:16][C:17]([N:19]2[CH2:27][C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[CH2:20]2)=[O:18])=[CH:12][CH:11]=1.Br[C:29]1C=C2C(=CC=1)CN(C(NC1C=CC(C(=O)NCCC)=CC=1)=O)C2>>[CH3:29][N:1]1[CH:5]=[C:4]([C:10]2[CH:15]=[CH:14][C:13]([NH:16][C:17]([N:19]3[CH2:27][C:26]4[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=4)[CH2:20]3)=[O:18])=[CH:12][CH:11]=2)[CH:3]=[N:2]1

Participants

4

Reactant 3

HCID 57509908HCID 57509908, compoundHCID 68752575HCID 68752575, compoundHCID 178514837HCID 178514837, compound

Product 1

HCID 57509944HCID 57509944, compound

Procedure

The title compound was prepared as described in Example 280, substituting 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole for 1H-pyrazol-3-ylboronic acid and N-(4-bromophenyl)isoindoline-2-carboxamide for 5-bromo-N-(4-(propylcarbamoyl)phenyl)isoindoline-2-carboxamide. 1H NMR (300 MHz, DMSO-d6) δ ppm 3.84 (s, 3H), 4.77 (s, 4H), 7.24-7.40 (m, 4H), 7.40-7.49 (m, 2H), 7.50-7.60 (m, 2H), 7.77 (s, 1H), 8.02 (s, 1H), 8.33 (s, 1H); MS (ESI(+)) m/e 319 (M+H)+.

Sources & evidence

ORD record
ord-b99d4813201c460d9a45b023c0a0f33b
Source dataset
uspto-grants-2016_04
Patent number
US09302989B2

Reaction notes

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