Potassium Carbonate → HCID 59726020, compound

HRID 422548Notes

Reaction equation

HRID 422548 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([C:12]3[CH:13]=[C:14]([CH:24]=[CH:25][C:26]=3[CH3:27])[C:15]([NH:17][C:18]3[N:22]([CH3:23])[N:21]=[CH:20][CH:19]=3)=[O:16])=[CH:9][CH:10]=2)[CH:5]=[N:4][N:3]=1.[C:28]1([CH3:37])[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=1B(O)O.C(=O)([O-])[O-].[K+].[K+]>C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.COCCOC.O.C(O)C>[CH3:27][C:26]1[CH:25]=[CH:24][C:14]([C:15]([NH:17][C:18]2[N:22]([CH3:23])[N:21]=[CH:20][CH:19]=2)=[O:16])=[CH:13][C:12]=1[C:8]1[CH:7]=[C:6]2[C:11](=[CH:10][CH:9]=1)[C:2]([C:29]1[CH:30]=[CH:31][CH:32]=[CH:33][C:28]=1[CH3:37])=[N:3][N:4]=[CH:5]2

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 27332672-Methylphenyl boronic acidHCID 59726015HCID 59726015, compound

Product 1

HCID 59726020HCID 59726020, compound

Reagents, catalysts & solvents 2

HCID 178418397HCID 178418397, compoundCatalystHCID 86587095Dimethoxyethane ethanol waterSolvent

Conditions

Temperature
140 °C

Procedure

A glass microwave reaction vessel was charged with 3-(1-chlorophthalazin-6-yl)-4-methyl-N-(1-methyl-1H-pyrazol-5-yl)benzamide (65 mg, 172 μmol), o-tolylboronic acid (28 mg, 206 μmol), potassium carbonate (31 μl 516 μmol), tetrakis(triphenylphosphine)palladium (20 mg, 17 μmol) and DME:water:ethanol (7:3:2, 2 mL). The reaction mixture was stirred and heated in a Smith Synthesizer® microwave reactor (Personal Chemistry, Inc., Upssala, Sweden) at 140° C. for 20 mins.

Workup

  1. customA glass microwave reaction vessel

Sources & evidence

ORD record
ord-2eb23926f1824510adfa8f1b632ecec8
Source dataset
uspto-grants-2012_01
Patent number
US08101612B2

Reaction notes

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