1,2-Dimethoxyethane → HCID 67372970, compound

HRID 1678527Notes

Reaction equation

HRID 1678527 reaction equation
Br[C:2]1[CH:3]=[C:4]([CH:20]=[CH:21][C:22]=1[O:23][CH3:24])[C:5]([NH:7][C:8]1[CH:13]=[CH:12][C:11]([N:14]2[CH2:19][CH2:18][O:17][CH2:16][CH2:15]2)=[CH:10][CH:9]=1)=[O:6].C([O:27][C:28]([C:30]1[CH:35]=[CH:34][C:33](B(O)O)=[CH:32][CH:31]=1)=[O:29])C.COCCOC.C(=O)([O-])[O-].[Cs+].[Cs+]>O>[CH3:24][O:23][C:22]1[CH:21]=[CH:20][C:4]([C:5](=[O:6])[NH:7][C:8]2[CH:13]=[CH:12][C:11]([N:14]3[CH2:19][CH2:18][O:17][CH2:16][CH2:15]3)=[CH:10][CH:9]=2)=[CH:3][C:2]=1[C:33]1[CH:34]=[CH:35][C:30]([C:28]([OH:29])=[O:27])=[CH:31][CH:32]=1

Participants

6

Reactant 4

HCID 80711,2-DimethoxyethaneHCID 10796Cesium carbonateHCID 27343504-Ethoxycarbonylphenylboronic acidHCID 16382960HCID 16382960, compound

Product 1

HCID 67372970HCID 67372970, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 3-Bromo-4-methoxy-N-(4-morpholin-4-yl-phenyl)-benzamide (788 mg) and 4-(ethoxycarbonyl)-phenyl boronic acid (564 mg) in 2:1 DME:water (15 ml) containing cesium carbonate (1.31 g) and tetrakis(triphenylphosphine)palladium0 (232 mg) was heated to reflux for 18 h.

Workup

  1. temperaturewas heated
  2. temperatureto reflux for 18 h.

Sources & evidence

ORD record
ord-cbe08e97af4244a5aaf06b5e10a4537c
Source dataset
uspto-grants-2011_08
Patent number
US08008303B2

Reaction notes

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