Isopropylamine → HCID 15058196, compound

HRID 704657Notes

Reaction equation

HRID 704657 reaction equation
[C:1]1([CH:7]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[O:8][CH:9]2[C:14](=[O:15])[CH:13]=[C:12]([CH2:16][OH:17])[N:11]=[CH:10]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH:24](N)([CH3:26])[CH3:25].C(Cl)(Cl)Cl.CO>CO>[C:18]1([CH:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[O:8][C:9]2[C:14](=[O:15])[CH:13]=[C:12]([CH2:16][OH:17])[N:11]([CH:24]([CH3:26])[CH3:25])[CH:10]=2)[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

5

Reactant 3

HCID 6363IsopropylamineHCID 21584188Chloroform methanolHCID 67833392HCID 67833392, compound

Product 1

HCID 15058196HCID 15058196, compoundYield 45.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 3.083 g of 3-diphenylmethoxy-6-hydroxymethyl-4-pyridone in 120 ml of methanol is added 11.082 g of isopropylamine at room temperature, and the mixture is stirred for 6 days. The reaction mixture is condensed to dryness under reduced pressure, and the resulting residue is subjected to flash column chromatography on 120 g of Wako-Gel C-300 (manufactured by Wako Pure Chemical Industries, Ltd.) with an eluent of chloroform-methanol (20:1) to perform separation and purification. The title compound (1.608 g) is obtained as colorless crystal.

Workup

  1. customcondensed to dryness under reduced pressure
  2. customseparation and purification

Sources & evidence

ORD record
ord-57ab6332351947c39548eb3e684ca3b4
Source dataset
uspto-grants-1991_01
Patent number
US04988686

Reaction notes

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