(6-Methoxypyridin-3-yl)boronic acid → HCID 178488655, compound

HRID 921532Notes

Reaction equation

HRID 921532 reaction equation
Cl[C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[NH:8][N:9]=[C:10]([CH:11]([CH3:13])[CH3:12])[C:3]=12.[CH3:14][O:15][C:16]1[N:21]=[CH:20][C:19](B(O)O)=[CH:18][CH:17]=1.C(C1C2C(=NC=CC=2C2C=CSC=2)NN=1)(C)C>>[CH:11]([C:10]1[C:3]2[C:4](=[N:5][CH:6]=[CH:7][C:2]=2[C:19]2[CH:20]=[N:21][C:16]([O:15][CH3:14])=[CH:17][CH:18]=2)[NH:8][N:9]=1)([CH3:13])[CH3:12]

Participants

4

Reactant 3

HCID 2734368(6-Methoxypyridin-3-yl)boronic acidHCID 178440422HCID 178440422, compoundHCID 178440424HCID 178440424, compound

Product 1

HCID 178488655HCID 178488655, compoundYield 60%

Procedure

According to Example 1(4), a crude product of 3-isopropyl-4-(6-methoxypyridin-3-yl)-1H-pyrazolo[3,4-b]pyridine was prepared using compound (6b) instead of compound (1c) and using 6-methoxypyridin-3-yl-boronic acid instead of quinoline-3-boronic acid and was used in the subsequent reaction without being purified. According to Example 1(5), compound (18a) (the second stage yield: 60%) was prepared using 3-isopropyl-4-(thiophen-3-yl)-1H-pyrazolo[3,4-b]pyridine instead of compound (1d).

Workup

  1. customwas used in the subsequent reaction
  2. customwithout being purified
  3. customwas prepared

Sources & evidence

ORD record
ord-176031f871d3480d8d535f4a6107f062
Source dataset
uspto-grants-2016_03
Patent number
US09273045B2

Reaction notes

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