HCID 58345960, compound → HCID 44180386, compound

HRID 876945Notes

Reaction equation

HRID 876945 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]([S:18]([CH3:21])(=[O:20])=[O:19])[CH2:14][CH2:13]2)[N:3]=1.[NH:22]1[C:30]2[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=2)[C:24](B2OC(C)(C)C(C)(C)O2)=[N:23]1>>[NH:22]1[C:30]2[C:25](=[C:26]([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]([S:18]([CH3:21])(=[O:20])=[O:19])[CH2:14][CH2:13]4)[N:3]=3)[CH:27]=[CH:28][CH:29]=2)[CH:24]=[N:23]1

Participants

3

Reactant 2

HCID 58345960HCID 58345960, compoundHCID 178431105HCID 178431105, compound

Product 1

HCID 44180386HCID 44180386, compound

Procedure

6-Chloro-4-(4-methane sulfonyl-piperazin-1-yl)-1-methyl-1H-pyrazolo[3,4-d]pyrimidine was reacted with indazole boronic acid pinacol ester using General Procedure A. Purification on silica yielded 149. NMR: (DMSO) 2.98 (3H, s), 3.35-3.40 (4H, m), 4.11 (3H, s), 4.18-4.22 (4H, m), 7.48-7.51 (1H, m), 7.70 (1H, d), 8.30 (1H, d), 8.42 (1H, s), 8.95 (1H, s). 13.20 (1H, s). MS: (ESI+) MH+=413

Workup

  1. customPurification on silica

Sources & evidence

ORD record
ord-ed3369c8a1dc411ea17727d163d0b0ca
Source dataset
uspto-grants-2015_03
Patent number
US08987280B2

Reaction notes

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