1H-Indole-4-boronic acid → HCID 46239298, compound

HRID 2066564Notes

Reaction equation

HRID 2066564 reaction equation
Cl[C:2]1[N:3]=[C:4]([N:24]2[CH2:29][CH2:28][O:27][CH2:26][CH2:25]2)[C:5]2[S:10][C:9]([CH2:11][N:12]3[CH2:17][CH2:16][N:15]([CH:18]4[CH2:23][CH2:22][O:21][CH2:20][CH2:19]4)[CH2:14][CH2:13]3)=[CH:8][C:6]=2[N:7]=1.[NH:30]1[C:38]2[CH:37]=[CH:36][CH:35]=[C:34](B(O)O)[C:33]=2[CH:32]=[CH:31]1>>[NH:30]1[C:38]2[C:33](=[C:34]([C:2]3[N:3]=[C:4]([N:24]4[CH2:29][CH2:28][O:27][CH2:26][CH2:25]4)[C:5]4[S:10][C:9]([CH2:11][N:12]5[CH2:17][CH2:16][N:15]([CH:18]6[CH2:23][CH2:22][O:21][CH2:20][CH2:19]6)[CH2:14][CH2:13]5)=[CH:8][C:6]=4[N:7]=3)[CH:35]=[CH:36][CH:37]=2)[CH:32]=[CH:31]1

Participants

3

Reactant 2

HCID 27631731H-Indole-4-boronic acidHCID 58117126HCID 58117126, compound

Product 1

HCID 46239298HCID 46239298, compoundYield 64%

Procedure

A mixture of 2-chloro-4-morpholin-4-yl-6-[4-(tetrahydro-pyran-4-yl)-piperazin-1-ylmethyl]-thieno[3,2-d]pyrimidine (100 mg, 0.23 mmol) and indole-4-boronic acid was reacted using Suzuki coupling Method B, to give after silica chromatography, the title compound as a white solid (76 mg, 64%).

Workup

  1. customwas reacted
  2. customto give after silica chromatography

Sources & evidence

ORD record
ord-4845465614d64fdf9b9ea99c9a11376c
Source dataset
uspto-grants-2012_10
Patent number
US08293735B2

Reaction notes

Loading…