Pyridinium chloride → HCID 19895752, compound
Reaction equation
[CH2:1]([N:4]([CH:19]1[CH2:28][CH2:27][C:26]2[C:21](=[CH:22][CH:23]=[CH:24][C:25]=2[O:29]C)[CH2:20]1)[CH2:5][CH2:6][CH2:7][N:8]1[C:16](=[O:17])[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:9]1=[O:18])[CH2:2][CH3:3].N1C=CC=CC=1.Cl>[NH4+].[OH-]>[CH2:1]([N:4]([CH:19]1[CH2:28][CH2:27][C:26]2[C:21](=[CH:22][CH:23]=[CH:24][C:25]=2[OH:29])[CH2:20]1)[CH2:5][CH2:6][CH2:7][N:8]1[C:16](=[O:17])[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:9]1=[O:18])[CH2:2][CH3:3]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 200 °C
Procedure
The product of Example 9 was combined with pyridine·HCl and heated to 200° C. in an oil bath and reaction was monitored by TLC. After completion, it was cooled, diluted with NH4OH and extracted with ether. The resulting oil was purified (Silica; 9:1 pet ether/EtOAc) and characterized by NMR (300 MHz). Anal. Calc. for C24H28N2O3 ·HCl: C, 76.36; H, 6.59; N, 6.54. Found: C, 67.17; H, 6.74; N, 6.34.
Workup
- customreaction
- temperatureAfter completion, it was cooled
- extractionextracted with ether
- customThe resulting oil was purified (Silica; 9:1 pet ether/EtOAc)
Sources & evidence
- ORD record
- ord-30fca625a72d4eb2b7ba5f986b5afed8
- Source dataset
- uspto-grants-1992_06
- Patent number
- US05118704
Reaction notes
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