Potassium Carbonate → HCID 57833320, compound

HRID 729957Notes

Reaction equation

HRID 729957 reaction equation
Br[CH2:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[N:16]=[C:15]([NH2:17])[N:14]=[C:13]([NH:18][C:19]3[CH:24]=[CH:23][C:22]([O:25][C:26]4[CH:31]=[CH:30][N:29]=[C:28]([CH3:32])[CH:27]=4)=[CH:21][CH:20]=3)[CH:12]=2)=[CH:7][CH:6]=1.[NH:33]1[CH2:37][CH2:36][CH2:35][CH2:34]1.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[CH3:32][C:28]1[CH:27]=[C:26]([O:25][C:22]2[CH:23]=[CH:24][C:19]([NH:18][C:13]3[CH:12]=[C:11]([C:8]4[CH:9]=[CH:10][C:5]([O:4][CH2:3][CH2:2][N:33]5[CH2:37][CH2:36][CH2:35][CH2:34]5)=[CH:6][CH:7]=4)[N:16]=[C:15]([NH2:17])[N:14]=3)=[CH:20][CH:21]=2)[CH:31]=[CH:30][N:29]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 31268PyrrolidineHCID 57833259HCID 57833259, compound

Product 1

HCID 57833320HCID 57833320, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
65 °C

Procedure

A mixture of the product from Step 3 (1 equiv), pyrrolidine (2 equiv) and K2CO3 (8 equiv) in DMF is stirred at 65° C. overnight. The solvent is removed and the residue is dissolved in EtOAc. The organic solution is washed with water, dried, and evaporated to dryness. The residue is purified by chromatography on a silica column to afford the title compound.

Workup

  1. customThe solvent is removed
  2. dissolutionthe residue is dissolved in EtOAc
  3. washThe organic solution is washed with water
  4. customdried
  5. customevaporated to dryness
  6. customThe residue is purified by chromatography on a silica column

Sources & evidence

ORD record
ord-a7a95418043540f7ac3ca673c813aeee
Source dataset
uspto-grants-2009_09
Patent number
US07582646B2

Reaction notes

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