Methyl iodide → 1-Methyl-3-triphenylmethyl-5-methoxycarbonyl-1,4,5,6-tetrahydropyrimidinium iodide

HRID 1653730Notes

Reaction equation

HRID 1653730 reaction equation
[CH3:1][I:2].[C:3]1([C:9]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[N:10]2[CH2:15][CH:14]([C:16]([O:18][CH3:19])=[O:17])[CH2:13][N:12]=[CH:11]2)[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1>C(Cl)(Cl)Cl>[I-:2].[CH3:1][NH+:12]1[CH2:13][CH:14]([C:16]([O:18][CH3:19])=[O:17])[CH2:15][N:10]([C:9]([C:3]2[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=2)([C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)[C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH2:11]1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 100455711-Triphenylmethyl-5-methoxycarbonyl-1,4,5,6-tetrahydropyrimidine

Product 1

HCID 867464331-Methyl-3-triphenylmethyl-5-methoxycarbonyl-1,4,5,6-tetrahydropyrimidinium iodideYield 124.6%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Methyliodide (47 μl, 0.6 mmol) is added to a stirred solution of 1-triphenylmethyl-5-methoxycarbonyl-1,4,5,6-tetrahydropyrimidine (288 mg, 0.75 mmol) in chloroform (5 ml), in a round bottom flask with a septum, at room temperature. After 12 hours stirring the solvents are evaporated in vacuo giving 395 mg (100%) white crystals identified by 300 MHz nmr.

Workup

  1. customare evaporated in vacuo

Sources & evidence

ORD record
ord-e33006867d664ae2b56b4eb41bdf13d2
Source dataset
uspto-grants-1995_04
Patent number
US05403845

Reaction notes

Loading…