Sodium Carbonate → HCID 58730618, compound

HRID 2233318Notes

Reaction equation

HRID 2233318 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].[F:36][C:37]1[CH:38]=[C:39](B(O)O)[CH:40]=[CH:41][CH:42]=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:41]3[CH:40]=[CH:39][CH:38]=[C:37]([F:36])[CH:42]=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 27339863-Fluorophenylboronic acidHCID 58730617HCID 58730617, compound

Product 1

HCID 58730618HCID 58730618, compound

Reagents, catalysts & solvents 3

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

Procedure

Starting from 100 mg (0.18 mmol) of the bromide from Example 11A, reaction by general method [D] with 30.5 mg (0.22 mmol) of 3-fluorophenylboronic acid, 6.37 mg (0.01 mmol) of bis(triphenylphosphine)palladium(II) chloride and 23.07 mg (0.22 mmol) of sodium carbonate in 10 ml of 1,2-dimethoxyethane and 0.1 ml of water results in 22.6 mg (22% of theory) of the target compound.

Workup

  1. customresults in 22.6 mg (22% of theory) of the target compound

Sources & evidence

ORD record
ord-3c17907fcd294e8c8e1e81fd699b4509
Source dataset
uspto-grants-2010_05
Patent number
US07709491B2

Reaction notes

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