Sodium Carbonate → HCID 58730640, compound

HRID 2233317Notes

Reaction equation

HRID 2233317 reaction equation
[CH3:1][O:2][C:3](=[O:35])[CH2:4][CH:5]1[C:14]2[C:9](=[C:10]([F:15])[CH:11]=[CH:12][CH:13]=2)[N:8]=[C:7]([C:16]2[CH:21]=[CH:20][C:19](Br)=[CH:18][CH:17]=2)[N:6]1[C:23]1[CH:28]=[C:27]([C:29]([F:32])([F:31])[F:30])[CH:26]=[CH:25][C:24]=1[O:33][CH3:34].[CH3:36][O:37][C:38]1[CH:39]=[C:40](B(O)O)[CH:41]=[CH:42][CH:43]=1.C(=O)([O-])[O-].[Na+].[Na+]>COCCOC.O.Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>[CH3:1][O:2][C:3](=[O:35])[CH2:4][CH:5]1[C:14]2[C:9](=[C:10]([F:15])[CH:11]=[CH:12][CH:13]=2)[N:8]=[C:7]([C:16]2[CH:21]=[CH:20][C:19]([C:42]3[CH:41]=[CH:40][CH:39]=[C:38]([O:37][CH3:36])[CH:43]=3)=[CH:18][CH:17]=2)[N:6]1[C:23]1[CH:28]=[C:27]([C:29]([F:32])([F:31])[F:30])[CH:26]=[CH:25][C:24]=1[O:33][CH3:34]

Participants

7

Reactant 3

HCID 10340Sodium CarbonateHCID 2734370(3-Methoxyphenyl)boronic acidHCID 58730617HCID 58730617, compound

Product 1

HCID 58730640HCID 58730640, compound

Reagents, catalysts & solvents 3

HCID 178418476HCID 178418476, compoundCatalystHCID 962WaterSolventHCID 80711,2-DimethoxyethaneSolvent

Procedure

Starting from 1.00 g (1.81 mmol) of the bromide from Example 11A, reaction by general method [D] with 0.33 g (2.18 mmol) of 3-methoxyphenylboronic acid, 0.06 g (0.09 mmol) of bis(triphenylphosphine)palladium(II) chloride and 0.23 g (2.18 mmol) of sodium carbonate in 20 ml of 1,2-dimethoxyethane and 1 ml of water results in 466 mg (44% of theory) of the target compound.

Workup

  1. customresults in 466 mg (44% of theory) of the target compound

Sources & evidence

ORD record
ord-29266f60a315420c8809ea47336c927b
Source dataset
uspto-grants-2010_05
Patent number
US07709491B2

Reaction notes

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