Potassium Acetate → HCID 89807211, compound

HRID 1399972Notes

Reaction equation

HRID 1399972 reaction equation
Br[C:2]1[C:10]2[S:9][C:8]([N:11]3[CH2:16][N:15]([CH3:17])[CH2:14][N:13]([CH2:18][CH3:19])[C:12]3=[O:20])=[N:7][C:6]=2[CH:5]=[C:4]([C:21]2[CH:22]=[N:23][C:24]([C:27]([OH:30])([CH3:29])[CH3:28])=[N:25][CH:26]=2)[CH:3]=1.C([O-])(=O)C.[K+].[B:36]1(B2OCC(C)(C)CO2)[O:41]CC(C)(C)C[O:37]1>C1(C)C=CC=CC=1.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.Cl[Pd]Cl.[Fe+2]>[CH2:18]([N:13]1[CH2:14][N:15]([CH3:17])[CH2:16][N:11]([C:8]2[S:9][C:10]3[C:2]([B:36]([OH:41])[OH:37])=[CH:3][C:4]([C:21]4[CH:22]=[N:23][C:24]([C:27]([OH:30])([CH3:29])[CH3:28])=[N:25][CH:26]=4)=[CH:5][C:6]=3[N:7]=2)[C:12]1=[O:20])[CH3:19]

Participants

6

Reactant 3

HCID 517044Potassium AcetateHCID 2734316Bis(neopentyl glycolato)diboronHCID 89807047HCID 89807047, compound

Product 1

HCID 89807211HCID 89807211, compound

Reagents, catalysts & solvents 2

HCID 178418228Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)CatalystHCID 1140TolueneSolvent

Conditions

Temperature
130 °C

Procedure

A mixture of Intermediate 4 (500 mg), potassium acetate (300 mg), bis(neopentyl glycolato)diboron (460 mg) and Pd(dppf)2Cl2 (70 mg) in toluene (10 mL) was degassed (×3) under vacuum then heated at 130° C. for 90 min. The mixture was cooled and filtered through Celite. The filtrate was concentrated to give i (465 mg). MS: 457.02 [M+H]+.

Workup

  1. customwas degassed (×3) under vacuum
  2. temperatureThe mixture was cooled
  3. filtrationfiltered through Celite
  4. concentrationThe filtrate was concentrated
  5. customto give i (465 mg)

Sources & evidence

ORD record
ord-dbc0be52ca1d4a868ebecf5a608debd2
Source dataset
uspto-grants-2014_12
Patent number
US08906902B2

Reaction notes

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