Methylamine → HCID 54375189, compound

HRID 1814971Notes

Reaction equation

HRID 1814971 reaction equation
[OH:1][C@@H:2]([CH3:28])[CH2:3][CH2:4][CH2:5][CH2:6][N:7]1[C:16](=[O:17])[C:15]2[N:14]([CH2:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[C:13]([CH2:25]Cl)=[N:12][C:11]=2[N:10]([CH3:27])[C:8]1=[O:9].[CH3:29][NH2:30]>CO>[OH:1][C@@H:2]([CH3:28])[CH2:3][CH2:4][CH2:5][CH2:6][N:7]1[C:16](=[O:17])[C:15]2[N:14]([CH2:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[C:13]([CH2:25][NH:30][CH3:29])=[N:12][C:11]=2[N:10]([CH3:27])[C:8]1=[O:9]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 54015081HCID 54015081, compound

Product 1

HCID 54375189HCID 54375189, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of (S)-1-(5-hydroxyhexyl)-7-benzyl-8-chloromethyl-3-methylxanthine (prepared as described for the synthesis of CT 30289) (2.3 g, 5.68 mmol) in methanol (50 ml) was added methylamine (40% in water, 50 ml). After stirring at room temperature for 2 hours, the solvent and excess reagent were evaporated under reduced pressure. A solution of triethylamine and ethanol (1:4) (100 ml) was added and then evaporated under reduced pressure to give (S)-1-(5-hydroxyhexyl)-7-benzyl-8-methylaminomethyl-3-methylxanthine as a white powder.

Workup

  1. customthe solvent and excess reagent were evaporated under reduced pressure
  2. additionA solution of triethylamine and ethanol (1:4) (100 ml) was added
  3. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-9e15913ac22d46b893dbc6c18f993b6c
Source dataset
uspto-grants-2005_04
Patent number
US06878715B1

Reaction notes

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