1,1-Dimethoxyethyl(dimethyl)amine → HCID 68538134, compound

HRID 1993717Notes

Reaction equation

HRID 1993717 reaction equation
CO[C:3](OC)([N:5]([CH3:7])[CH3:6])C.[C:10]([O:13][C@@H:14]1[C@@H:27]([O:28][C:29](=[O:31])[CH3:30])[C@H:26]([O:32][C:33](=[O:35])[CH3:34])[CH2:25][S:24][C@H:15]1[O:16][C:17]1[C:18]([NH2:23])=[N:19][CH:20]=[CH:21][CH:22]=1)(=[O:12])[CH3:11]>C(O)C>[CH3:3][N:5]([CH3:7])[CH:6]=[N:23][C:18]1[C:17]([O:16][C@@H:15]2[S:24][CH2:25][C@@H:26]([O:32][C:33](=[O:35])[CH3:34])[C@H:27]([O:28][C:29](=[O:31])[CH3:30])[C@H:14]2[O:13][C:10](=[O:12])[CH3:11])=[CH:22][CH:21]=[CH:20][N:19]=1

Participants

4

Reactant 2

HCID 878351,1-Dimethoxyethyl(dimethyl)amineHCID 68545098HCID 68545098, compound

Product 1

HCID 68538134HCID 68538134, compoundYield 46%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
120 °C

Procedure

0.31 g (2.6 mM) of 1,1-dimethoxy-N,N-dimethylethanamine (N,N-dimethylformamide dimethylacetal) is added to a solution of 1 g (2.6 mM) of 2-amino-3-pyridinyl 2,3,4-tri-O-acetyl-5-thio-β-D-xylopyranoside (Preparation 1) in 10 ml of ethanol. The mixture is heated, in a microwave-compatible container, with stirring at 120° C. for 20 minutes in a microwave oven. The reaction mixture is subsequently concentrated under reduced pressure. The residue obtained is purified by silica gel chromatography, elution being carried out with ethyl acetate. The desired product is obtained in the form of a white solid with a yield of 46%.

Workup

  1. temperatureThe mixture is heated, in a microwave-compatible container
  2. concentrationThe reaction mixture is subsequently concentrated under reduced pressure
  3. customThe residue obtained
  4. customis purified by silica gel chromatography, elution

Sources & evidence

ORD record
ord-74b73fd5b42e405a84a69a350112ad1b
Source dataset
uspto-grants-2010_01
Patent number
US07652032B2

Reaction notes

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