Potassium Phosphate, Tribasic → HCID 117737282, compound

HRID 1504519Notes

Reaction equation

HRID 1504519 reaction equation
[F:1][C:2]1[CH:3]=[C:4](B(O)O)[CH:5]=[C:6]([F:8])[CH:7]=1.[CH2:12]([S:19][C:20]1[CH:21]=[C:22]2[C:27](=[CH:28][CH:29]=1)[N:26]([C:30]1[CH:35]=[CH:34][C:33](Cl)=[CH:32][C:31]=1[CH:37]1[CH2:39][CH2:38]1)[C:25](=[O:40])[CH:24]=[CH:23]2)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.P([O-])([O-])([O-])=O.[K+].[K+].[K+]>C(C1C(C(C)(C)C)=C([Pd]Cl)C=CC=1NC)(C)(C)C.O1CCOCC1>[CH2:12]([S:19][C:20]1[CH:21]=[C:22]2[C:27](=[CH:28][CH:29]=1)[N:26]([C:30]1[CH:35]=[CH:34][C:33]([C:4]3[CH:3]=[C:2]([F:1])[CH:7]=[C:6]([F:8])[CH:5]=3)=[CH:32][C:31]=1[CH:37]1[CH2:39][CH2:38]1)[C:25](=[O:40])[CH:24]=[CH:23]2)[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

Participants

6

Reactant 3

HCID 62657Potassium Phosphate, TribasicHCID 2734338(3,5-Difluorophenyl)boronic acidHCID 117737137HCID 117737137, compound

Product 1

HCID 117737282HCID 117737282, compound

Reagents, catalysts & solvents 2

HCID 178482226HCID 178482226, compoundCatalystHCID 312751,4-DioxaneSolvent

Conditions

Temperature
150 °C

Procedure

A microwave vial charged with 1,1-bis[(di-t-butyl-p-methylaminophenyl]palladium(ii) chloride (0.254 g, 0.359 mmol), (3,5-difluorophenyl)boronic acid (1.133 g, 7.18 mmol), 6-(benzylthio)-1-(4-chloro-2-cyclopropylphenyl)quinolin-2(1H)-one (1.500 g, 3.59 mmol), potassium phosphate (2.285 g, 10.77 mmol) and 10 ml and dioxane 3 ml water was heated to 150° C. in a Biotage Initiator microwave reactor for 30 minutes. The organic layer was removed and concentrated. The crude residue was used in the following step without purification. m/z (ESI) 496.2 (M+H)+.

Workup

  1. customThe organic layer was removed
  2. concentrationconcentrated
  3. customThe crude residue was used in the following step without purification

Sources & evidence

ORD record
ord-1f566eb48f794522a06a462f438dbd61
Source dataset
uspto-grants-2015_12
Patent number
US09212182B2

Reaction notes

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