Cesium carbonate → HCID 59327252, compound

HRID 410188Notes

Reaction equation

HRID 410188 reaction equation
Cl[C:2]1[C:7]([CH:8]=[O:9])=[CH:6][CH:5]=[CH:4][N:3]=1.[CH3:10][N:11]1[C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=2[N:13]=[C:12]1[NH:20][C:21]1[CH:26]=[CH:25][C:24]([OH:27])=[CH:23][CH:22]=1.C(=O)([O-])[O-].[Cs+].[Cs+]>CS(C)=O>[CH3:10][N:11]1[C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=2[N:13]=[C:12]1[NH:20][C:21]1[CH:26]=[CH:25][C:24]([O:27][C:2]2[N:3]=[CH:4][CH:5]=[CH:6][C:7]=2[CH:8]=[O:9])=[CH:23][CH:22]=1

Participants

5

Reactant 3

HCID 10796Cesium carbonateHCID 7376072-Chloro-3-pyridinecarboxaldehydeHCID 593270144-(1-methyl-1H-benzoimidazol-2-ylamino)-phenol

Product 1

HCID 59327252HCID 59327252, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

A solution of 2-chloropyridine-3-carboxaldehyde (3 g, 21 mmol), 4-(1-methyl-1H-benzo[d]imidazol-2-ylamino)phenol (5 g, 21 mmol), CESIUM CARBONATE (10 g, 32 mmol) in DMSO (60 mL) was heated to 80° C. overnight. Purification by aqueous workup (water, brine) and DCM extraction then Biotage (0-10% DCM/MeOH) produced product which partially solidified.

Workup

  1. customPurification
  2. extractionby aqueous workup (water, brine) and DCM extraction
  3. customBiotage (0-10% DCM/MeOH) produced product which

Sources & evidence

ORD record
ord-7a1b96e1b00d4beebf739f6685a9bf5c
Source dataset
uspto-grants-2014_06
Patent number
US08759532B2

Reaction notes

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