Cesium carbonate → HCID 58203520, compound

HRID 2194786Notes

Reaction equation

HRID 2194786 reaction equation
[CH:1]([C:4]1[C:5]([OH:14])=[N:6][C:7]([O:12][CH3:13])=[N:8][C:9]=1[O:10][CH3:11])([CH3:3])[CH3:2].C1(N[S:22]([C:25]([F:28])([F:27])[F:26])(=[O:24])=[O:23])C=CC=CC=1.C([O-])([O-])=O.[Cs+].[Cs+]>C(Cl)Cl>[CH:1]([C:4]1[C:5]([O:14][S:22]([C:25]([F:28])([F:27])[F:26])(=[O:24])=[O:23])=[N:6][C:7]([O:12][CH3:13])=[N:8][C:9]=1[O:10][CH3:11])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 10796Cesium carbonateHCID 680121,1,1-Trifluoro-N-phenylmethanesulfonamideHCID 178494251HCID 178494251, compound

Product 1

HCID 58203520HCID 58203520, compoundYield 69.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a mixture of 5-isopropyl-2,6-dimethoxy-pyrimidin-4-ol (64 mg, 0.322 mmol) and N-phenyltrifluoromethane sulfonamide (127 mg, 1.1 eq.) in 3 mL of DCM, Cs2CO3 (116 mg, 1.1 eq.) was added. The reaction mixture was stirred at room temperature for 90 minutes. The reaction mixture was concentrated down and purified (silica gel, 0-80% EtOAC/hexane) to give white solid (74 mg, 69%). LC-MS shows 330.9 (M+1).

Workup

  1. additionwas added
  2. concentrationThe reaction mixture was concentrated down
  3. custompurified (silica gel, 0-80% EtOAC/hexane)

Sources & evidence

ORD record
ord-4ea9106a699041d585ee4a1aeb111eef
Source dataset
uspto-grants-2012_12
Patent number
US08334295B2

Reaction notes

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