Pyridine → HCID 87900524, compound

HRID 1611991Notes

Reaction equation

HRID 1611991 reaction equation
[CH2:1]1[N:6]([CH2:7][CH2:8][CH2:9][OH:10])[CH2:5][CH2:4][N:3]2[CH2:11][CH2:12][CH2:13][CH2:14][CH:2]12.N1C=CC=CC=1.[S:21](Cl)([C:24]1[CH:30]=[CH:29][C:27]([CH3:28])=[CH:26][CH:25]=1)(=[O:23])=[O:22]>ClCCl>[C:27]1([CH3:28])[CH:29]=[CH:30][C:24]([S:21]([O:10][CH2:9][CH2:8][CH2:7][N:6]2[CH2:5][CH2:4][N:3]3[CH2:11][CH2:12][CH2:13][CH2:14][CH:2]3[CH2:1]2)(=[O:23])=[O:22])=[CH:25][CH:26]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 73974-Toluenesulfonyl chlorideHCID 22252351HCID 22252351, compound

Product 1

HCID 87900524HCID 87900524, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 4.5 g of the compound obtained in Step B, 2.5 ml of pyridine, and 4.8 g of tosyl chloride in 100 ml of dichloromethane is stirred for 24 hours at room temperature, and then washed with 100 ml of water and finally purified over a silica gel chromatography column, eluted with a mixture of CH2Cl2/MeOH (95/5), enabling the expected product to be isolated.

Workup

  1. washwashed with 100 ml of water
  2. customfinally purified over a silica gel chromatography column
  3. washeluted with a mixture of CH2Cl2/MeOH (95/5)
  4. customto be isolated

Sources & evidence

ORD record
ord-19d51b05ffb34ebe825b4cc4dcbbe40b
Source dataset
uspto-grants-2006_01
Patent number
US06992085B2

Reaction notes

Loading…