HCID 57509908, compound → HCID 57510190, compound

HRID 624199Notes

Reaction equation

HRID 624199 reaction equation
[NH:1]1[CH:5]=[CH:4][C:3](B(O)O)=[N:2]1.Br[C:10]1[CH:11]=[C:12]2[C:16](=[CH:17][CH:18]=1)[CH2:15][N:14]([C:19]([NH:21][C:22]1[CH:27]=[CH:26][C:25]([NH:28][C:29](=[O:36])[CH2:30][CH:31]3[CH2:35][CH2:34][CH2:33][CH2:32]3)=[CH:24][CH:23]=1)=[O:20])[CH2:13]2.Br[C:38]1C=C2C(=CC=1)CN(C(NC1C=CC(C(=O)NCCC)=CC=1)=O)C2>>[CH:31]1([CH2:30][C:29]([NH:28][C:25]2[CH:26]=[CH:27][C:22]([NH:21][C:19]([N:14]3[CH2:13][C:12]4[C:16](=[CH:17][CH:18]=[C:10]([C:4]5[CH:3]=[N:2][N:1]([CH3:38])[CH:5]=5)[CH:11]=4)[CH2:15]3)=[O:20])=[CH:23][CH:24]=2)=[O:36])[CH2:35][CH2:34][CH2:33][CH2:32]1

Participants

4

Reactant 3

HCID 57509908HCID 57509908, compoundHCID 57510173HCID 57510173, compoundHCID 178514837HCID 178514837, compound

Product 1

HCID 57510190HCID 57510190, 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 5-bromo-N-(4-(2-cyclopentylacetamido)phenyl)isoindoline-2-carboxamide for 5-bromo-N-(4-(propylcarbamoyl)phenyl)isoindoline-2-carboxamide. 1H NMR (300 MHz, DMSO-d6) δ ppm 9.69 (s, 1H), 8.27 (s, 1H), 8.14 (s, 1H), 7.88-7.85 (m, 1H), 7.55-7.40 (m, 6H), 7.36-7.30 (m, 1H), 4.77-4.69 (m, 4H), 3.86 (s, 3H), 2.31-2.16 (m, 3H), 1.81-1.68 (m, 2H), 1.68-1.42 (m, 4H), 1.28-1.12 (m, 2H); MS (ESI(+)) m/e 444 (M+H)+.

Sources & evidence

ORD record
ord-bb82c5a9aeae49cf8fe07dd634d641fd
Source dataset
uspto-grants-2016_04
Patent number
US09302989B2

Reaction notes

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