HCID 46261792, compound → HCID 44180385, compound

HRID 876943Notes

Reaction equation

HRID 876943 reaction equation
Cl[C:2]1[N:7]=[C:6]2[N:8]([CH3:11])[N:9]=[CH:10][C:5]2=[C:4]([N:12]2[CH2:17][CH2:16][N:15]([CH3:18])[CH2:14][CH2:13]2)[N:3]=1.[NH:19]1[C:27]2[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=2)[C:21](B2OC(C)(C)C(C)(C)O2)=[N:20]1>>[NH:19]1[C:27]2[C:22](=[C:23]([C:2]3[N:7]=[C:6]4[N:8]([CH3:11])[N:9]=[CH:10][C:5]4=[C:4]([N:12]4[CH2:17][CH2:16][N:15]([CH3:18])[CH2:14][CH2:13]4)[N:3]=3)[CH:24]=[CH:25][CH:26]=2)[CH:21]=[N:20]1

Participants

3

Reactant 2

HCID 46261792HCID 46261792, compoundHCID 178431105HCID 178431105, compound

Product 1

HCID 44180385HCID 44180385, compound

Procedure

6-Chloro-1-methyl-4-(4-methyl-piperazin-1-yl)-1H-pyrazolo[3,4-d]pyrimidine was reacted with indazole boronic acid pinacol ester using General Procedure A. Purification on silica yielded 148. NMR (CDCl3): 2.41 (3H, s), 2.60-2.66 (4H, m), 4.15-4.19 (7H, m), 7.50-7.53 (1H, m), 7.61 (1H, d), 8.00 (1H, s), 8.41 (1H, d), 9.13 (1H, s). MS: (ESI+) MH+=349

Workup

  1. customPurification on silica

Sources & evidence

ORD record
ord-27016e119cf6476db52e28cbccb44d19
Source dataset
uspto-grants-2015_03
Patent number
US08987280B2

Reaction notes

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