1-Bromopropane → HCID 22458140, compound

HRID 2184843Notes

Reaction equation

HRID 2184843 reaction equation
O.O.Cl.[CH:4]1([C:10]([N:12]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=2[C:35]([OH:37])=[O:36])[CH2:13][CH2:14][N:15]2[CH2:20][CH2:19][N:18]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=3[O:27][CH3:28])[CH2:17][CH2:16]2)=[O:11])[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5]1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:45][CH2:46][CH3:47]>CN(C=O)C>[CH:4]1([C:10]([N:12]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=2[C:35]([O:37][CH2:45][CH2:46][CH3:47])=[O:36])[CH2:13][CH2:14][N:15]2[CH2:16][CH2:17][N:18]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=3[O:27][CH3:28])[CH2:19][CH2:20]2)=[O:11])[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5]1

Participants

5

Reactant 3

HCID 78401-BromopropaneHCID 11430Potassium CarbonateHCID 22458196HCID 22458196, compound

Product 1

HCID 22458140HCID 22458140, compoundYield 62%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 0.17 g of the compound 49A of example 49, 0.14 g of anhydrous potassium carbonate, 0.2 mL of 1-bromopropane and 3 ml, of DMF was stirred at 60° C. under nitrogen atmosphere for 6 h. The cooled mixture was filtered, poured into 50 mL of H2O and extracted with EtOAc. The organic layer, dried on anhydrous Na2SO4, was evaporated to dryness to give 0.10 g (62%) of the title compound.

Workup

  1. filtrationThe cooled mixture was filtered
  2. additionpoured into 50 mL of H2O
  3. extractionextracted with EtOAc
  4. dry with materialThe organic layer, dried on anhydrous Na2SO4
  5. customwas evaporated to dryness

Sources & evidence

ORD record
ord-d5993d6e012a4dbeabc269b7b9517d44
Source dataset
uspto-grants-2002_06
Patent number
US06399614B1

Reaction notes

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