HCID 58345963, compound → HCID 44180502, compound

HRID 876949Notes

Reaction equation

HRID 876949 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([NH:10][C:11]3[N:16]=[C:15](Cl)[N:14]=[C:13]4[N:18]([CH3:21])[N:19]=[CH:20][C:12]=34)=[CH:9][C:4]=2[O:3][CH2:2]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>O>[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([NH:10][C:11]3[N:16]=[C:15]([C:26]4[CH:27]=[CH:28][CH:29]=[C:30]5[C:25]=4[CH:24]=[N:23][NH:22]5)[N:14]=[C:13]4[N:18]([CH3:21])[N:19]=[CH:20][C:12]=34)=[CH:9][C:4]=2[O:3][CH2:2]1

Participants

4

Reactant 2

HCID 58345963HCID 58345963, compoundHCID 178431105HCID 178431105, compound

Product 1

HCID 44180502HCID 44180502, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Benzo[1,3]dioxol-5-yl-(6-chloro-1-methyl-1H-pyrazolo[3,4-d]pyrimidin-4-yl)-amine was reacted with indazole boronic acid pinacol ester in General Procedure A. Addition of water gave a solid which was purified by preparative HPLC and trituration to give 156. NMR: (CDCl3): 3.52 (s, 3H, CH3), 4.17 (s, 3H, CH3), 6.10 (s, 2H, CH2), 6.92 (d, H, ArH, J=8.16 Hz), 7.00 (d, H, ArH, J=8.16 Hz), 7.10 (s, H, ArH), 7.16 (sbr, H, NH), 7.23 (s, H, ArH), 7.55 (t, H, ArH, J=8.17 Hz), 7.64 (d, H, ArH, J=8.31 Hz0, 8.41 (d, H, ArH, J=7.26 Hz), 9.16 (s, H, ArH), 10.20 (sbr, H, NH). MS: (ESI+) MH+=386.04

Workup

  1. customgave a solid which
  2. customwas purified by preparative HPLC and trituration

Sources & evidence

ORD record
ord-42f3ed29be744348995041ca0911eb94
Source dataset
uspto-grants-2015_03
Patent number
US08987280B2

Reaction notes

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