Potassium Carbonate → HCID 15950941, compound

HRID 1676941Notes

Reaction equation

HRID 1676941 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([C:8]([N:10]2[CH2:14][CH2:13][CH2:12][CH:11]2[CH2:15][N:16]2[CH2:20][CH2:19][CH2:18][CH2:17]2)=[O:9])=[CH:4][CH:3]=1.[SH:21][C:22]1[CH:27]=[CH:26][N:25]=[CH:24][CH:23]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[N:25]1[CH:26]=[CH:27][C:22]([S:21][C:2]2[CH:7]=[CH:6][C:5]([C:8]([N:10]3[CH2:14][CH2:13][CH2:12][CH:11]3[CH2:15][N:16]3[CH2:20][CH2:19][CH2:18][CH2:17]3)=[O:9])=[CH:4][CH:3]=2)=[CH:23][CH:24]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 11964813(4-Bromo-phenyl)-(2-pyrrolidin-1-ylmethyl-pyrrolidin-yl)methanoneHCID 178418431pyridine-4-thiol

Product 1

HCID 15950941HCID 15950941, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

For example, (4-bromo-phenyl)-(2-pyrrolidin-1-ylmethyl-pyrrolidin-yl)methanone (where Y═Br) is treated with a suitable nucleophile, in this case, 4-mercaptopyridine in a suitable solvent such as DMF with potassium carbonate and the reaction heated to reflux for 1-3 days to yield [4-(pyridin-4-ylsulfanyl)-phenyl]-(2-pyrrolidin-1-ylmethyl-pyrrolidin-1-yl)-methanone.

Workup

  1. temperaturethe reaction heated
  2. temperatureto reflux for 1-3 days

Sources & evidence

ORD record
ord-546b73b1cf78403da5626245a1f9501d
Source dataset
uspto-grants-2011_08
Patent number
US08008296B2

Reaction notes

Loading…