Potassium Carbonate → HCID 11661891, compound

HRID 1445844Notes

Reaction equation

HRID 1445844 reaction equation
C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[CH3:20][S:21]([C:24]1[CH:29]=[CH:28][C:27](B(O)O)=[CH:26][CH:25]=1)(=[O:23])=[O:22].Br[C:34]1[CH:39]=[CH:38][C:37]([C:40]2[O:41][C:42]([CH3:53])=[C:43]([CH2:45][CH2:46][N:47]3[CH2:51][CH2:50][C@H:49]([F:52])[CH2:48]3)[N:44]=2)=[CH:36][CH:35]=1.C(=O)([O-])[O-].[K+].[K+]>C([O-])(=O)C.[Pd+2].C([O-])(=O)C.O.C(#N)C>[F:52][C@@H:49]1[CH2:50][CH2:51][N:47]([CH2:46][CH2:45][C:43]2[N:44]=[C:40]([C:37]3[CH:38]=[CH:39][C:34]([C:27]4[CH:28]=[CH:29][C:24]([S:21]([CH3:20])(=[O:23])=[O:22])=[CH:25][CH:26]=4)=[CH:35][CH:36]=3)[O:41][C:42]=2[CH3:53])[CH2:48]1

Participants

8

Reactant 4

HCID 11430Potassium CarbonateHCID 11776TriphenylphosphineHCID 27343644-(Methanesulfonyl)phenylboronic acidHCID 11696050HCID 11696050, compound

Product 1

HCID 11661891HCID 11661891, compound

Reagents, catalysts & solvents 3

HCID 167845palladium(II) acetateCatalystHCID 962WaterSolventHCID 6342AcetonitrileSolvent

Procedure

Prepare using the method of Example 103 with palladium (II) acetate (0.002 g, 0.008 mmol), anhydrous acetonitrile (4 mL), triphenylphosphine (0.009 g, 0.034 mmol), distilled water (1 mL), 4-(methanesulfonyl)benzeneboronic acid (0.096 g, 0.45 mmol), 2-(4-bromophenyl)-4-{2-[(3S)-3-fluoropyrrolidin-1-yl]ethyl}-5-methyl-1,3-oxazole (See Example 104) (0.150 g, 0.42 mmol) and potassium carbonate (0.176 g, 1.27 mmol) to give the title compound as a cream coloured solid (0.133 g): MS (m/e): 429(M+1).

Workup

  1. customPrepare

Sources & evidence

ORD record
ord-0119b3de49014870a7eccd85d13852ae
Source dataset
uspto-grants-2010_02
Patent number
US07666871B2

Reaction notes

Loading…