Sodium Carbonate → HCID 58626118, compound

HRID 1161711Notes

Reaction equation

HRID 1161711 reaction equation
Cl[C:2]1[N:7]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:5]=[C:4]([NH:14][C:15]2[CH:20]=[CH:19][C:18]([S:21]([CH3:24])(=[O:23])=[O:22])=[CH:17][CH:16]=2)[CH:3]=1.[F:25][C:26]([F:38])([F:37])[O:27][C:28]1[CH:33]=[CH:32][C:31](B(O)O)=[CH:30][CH:29]=1.C(=O)([O-])[O-].[Na+].[Na+]>CN(C=O)C.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>[CH3:24][S:21]([C:18]1[CH:19]=[CH:20][C:15]([NH:14][C:4]2[CH:3]=[C:2]([C:31]3[CH:30]=[CH:29][C:28]([O:27][C:26]([F:25])([F:37])[F:38])=[CH:33][CH:32]=3)[N:7]=[C:6]([C:8]3[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=3)[N:5]=2)=[CH:16][CH:17]=1)(=[O:23])=[O:22]

Participants

6

Reactant 3

HCID 10340Sodium CarbonateHCID 27343864-(Trifluoromethoxy)phenylboronic acidHCID 58626100HCID 58626100, compound

Product 1

HCID 58626118HCID 58626118, compound

Reagents, catalysts & solvents 2

HCID 178418397HCID 178418397, compoundCatalystHCID 6228DimethylformamideSolvent

Procedure

The title compound was prepared by reacting (6-chloro-2-phenyl-pyrimidin-4-yl)-(4-methanesulfonyl-phenyl)-amine (0.15 g, 0.41 mmol) with 4-trifluoromethoxy-phenyl boronic acid (0.09 g, 4.3 mmol) in presence of (PPh3)4Pd (0.02 g, 0.017 mmol) and 2 M sodium carbonate (0.35 g in 1.5 mL H2O) in DMF at 80° C. for 12 hours. Followed by work up and column purification to yield the desired compound.

Workup

  1. customThe title compound was prepared
  2. customat 80° C.
  3. customfor 12 hours
  4. customcolumn purification

Sources & evidence

ORD record
ord-749b371b1b2c4a0385d67f697dcc8771
Source dataset
uspto-grants-2010_10
Patent number
US07820654B2

Reaction notes

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