Cesium carbonate → HCID 11364609, compound

HRID 731680Notes

Reaction equation

HRID 731680 reaction equation
[C:1]([N:4]1[CH2:9][CH2:8][N:7]([C:10](=[N:12][C:13]([C:15]2[CH:20]=[CH:19][C:18]([C:21]3[C:34]4[C:29](=[CH:30][C:31]([O:37][CH3:38])=[C:32]([O:35][CH3:36])[CH:33]=4)[CH:28]4[CH:23]([CH2:24][CH2:25][CH:26]([O:39]C(=O)C)[CH2:27]4)[N:22]=3)=[CH:17][CH:16]=2)=[O:14])[NH2:11])[CH2:6][CH2:5]1)(=[O:3])[CH3:2].C(=O)([O-])[O-].[Cs+].[Cs+]>CO>[C:1]([N:4]1[CH2:9][CH2:8][N:7]([C:10](=[N:12][C:13](=[O:14])[C:15]2[CH:16]=[CH:17][C:18]([C:21]3[C:34]4[C:29](=[CH:30][C:31]([O:37][CH3:38])=[C:32]([O:35][CH3:36])[CH:33]=4)[CH:28]4[CH:23]([CH2:24][CH2:25][CH:26]([OH:39])[CH2:27]4)[N:22]=3)=[CH:19][CH:20]=2)[NH2:11])[CH2:6][CH2:5]1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 10796Cesium carbonateHCID 86613660HCID 86613660, compound2×

Product 1

HCID 11364609HCID 11364609, compoundYield 52.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

484 mg of acetic acid (2RS,4aRS,10bRS)-6-(4-{[1-(4-acetyl-piperazin-1-yl)-1-amino-methylene]-carbamoyl}phenyl)-8,9-dimethoxy-1,2,3,4,4a,10b-hexahydro-phenanthridin-2-yl ester (compound 10) and 137 mg of cesium carbonate are stirred in 10 ml of methanol for 16 h at room temperature. The solvent is removed and the solid residue purified by chromatography on silica gel to yield 235 mg of the title compound.

Workup

  1. customThe solvent is removed
  2. customthe solid residue purified by chromatography on silica gel

Sources & evidence

ORD record
ord-f9d3cd7a4d9441a0a3ea19bd159d3b9f
Source dataset
uspto-grants-2009_09
Patent number
US07585872B2

Reaction notes

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