(Pyrimidin-5-yl)boronic acid → HCID 71253754, compound

HRID 1774977Notes

Reaction equation

HRID 1774977 reaction equation
[N:1]1[CH:6]=[C:5](B(O)O)[CH:4]=[N:3][CH:2]=1.[F:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[C:17]1[C:25]2[C:20](=[CH:21][N:22]=[C:23](C)[CH:24]=2)[N:19](C2CCCCO2)[N:18]=1>>[F:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[C:17]1[C:25]2[C:20](=[CH:21][N:22]=[C:23]([C:5]3[CH:6]=[N:1][CH:2]=[N:3][CH:4]=3)[CH:24]=2)[NH:19][N:18]=1

Participants

3

Reactant 2

HCID 2795193(Pyrimidin-5-yl)boronic acidHCID 71253654HCID 71253654, compound

Product 1

HCID 71253754HCID 71253754, compoundYield 25%

Procedure

Following the procedures as described in Example 136, pyrimidin-5-ylboronic acid and 3-(2-fluorophenyl)-5-methyl-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[3,4-c]pyridine were reacted and the product was deprotected to give 138 as a white solid (25 mg, 25%) over two steps. 1H NMR (400 MHz, DMSO) δ 14.2 (s, 1H), 9.51 (s, 2H), 9.28 (s, 1H), 9.21 (s, 1H), 8.50 (s, 1H), 7.92 (mt, 2H), 7.59 (t, 2H), 7.41 (t, 1H). ESI MS m/z=292 (M+1)

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-21cf7d3f33e74b388289e341f4fa0374
Source dataset
uspto-grants-2016_02
Patent number
US09260425B2

Reaction notes

Loading…