HCID 57509908, compound → HCID 68751139, compound

HRID 624150Notes

Reaction equation

HRID 624150 reaction equation
[NH:1]1[CH:5]=[CH:4][C:3](B(O)O)=[N:2]1.Br[C:10]1[CH:28]=[CH:27][C:13]([CH2:14][NH:15][C:16]([N:18]2[CH2:26][C:25]3[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=3)[CH2:19]2)=[O:17])=[CH:12][CH:11]=1.Br[C:30]1[CH:31]=C2C(=C[CH:38]=1)CN(C(NC1C=CC(C(=O)NCCC)=CC=1)=O)C2>>[CH2:38]([N:1]1[CH:5]=[C:4]([C:10]2[CH:28]=[CH:27][C:13]([CH2:14][NH:15][C:16]([N:18]3[CH2:26][C:25]4[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=4)[CH2:19]3)=[O:17])=[CH:12][CH:11]=2)[CH:3]=[N:2]1)[CH2:30][CH3:31]

Participants

4

Reactant 3

HCID 57509908HCID 57509908, compoundHCID 68750815HCID 68750815, compoundHCID 178514837HCID 178514837, compound

Product 1

HCID 68751139HCID 68751139, compound

Procedure

The title compound was prepared as described in Example 280, substituting 1-propyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole for 1H-pyrazol-3-ylboronic acid and N-(4-bromobenzyl)isoindoline-2-carboxamide for 5-bromo-N-(4-(propylcarbamoyl)phenyl)isoindoline-2-carboxamide. 1H NMR (300 MHz, DMSO-d6) δ ppm 0.85 (t, J=7.5 Hz, 3H), 1.70-1.92 (m, 2H), 4.06 (t, J=6.9 Hz, 2H), 4.29 (d, J=6.1 Hz, 2H), 4.63 (s, 4H), 6.91 (t, J=5.9 Hz, 1H), 7.18-7.40 (m, 6H), 7.49 (d, J=8.5 Hz, 2H), 7.82 (s, 1H), 8.12 (s, 1H); MS (ESI(+)) m/e 361 (M+H)+.

Sources & evidence

ORD record
ord-771fcecd9c144ed08d19aee2f6d4ac90
Source dataset
uspto-grants-2016_04
Patent number
US09302989B2

Reaction notes

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