Pyridine → HCID 18382492, compound

HRID 2297601Notes

Reaction equation

HRID 2297601 reaction equation
[CH2:1]([N:8]1[C:12]2[C:13](=[O:24])[N:14]([CH2:22][CH3:23])[C:15]3[N:16]([N:17]=[C:18](C=O)[N:19]=3)[C:11]=2[N:10]=[C:9]1[CH:25]1[CH2:29][CH2:28][CH2:27][CH2:26]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:30](Cl)(=[O:32])[CH3:31].[N:34]1C=CC=C[CH:35]=1>ClCCl>[CH2:1]([N:8]1[C:12]2[C:13](=[O:24])[N:14]([CH2:22][CH3:23])[C:15]3[N:16]([N:17]=[C:18]([CH2:35][NH:34][C:30](=[O:32])[CH3:31])[N:19]=3)[C:11]=2[N:10]=[C:9]1[CH:25]1[CH2:26][CH2:27][CH2:28][CH2:29]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 6367Acetyl chlorideHCID 18382510HCID 18382510, compound

Product 1

HCID 18382492HCID 18382492, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

0.5 g of 2-aminomethyl-6-benzyl-7-cyclopentyl-4-ethyl-imidazo[4.5-e]-s-triazolo[1.5-a]pyrimidin-5-one (for preparation see synthesis example II) are dissolved in 10 ml of dichloromethane and 0.2 ml of pyridine, and 0.1 ml of acetyl chloride is added dropwise whilst cooling. After 2 hours' stirring at constant temperature the mixture is diluted with 10 ml of dichloromethane for working up and washed twice with dilute aqueous hydrochloric acid. The organic phase is separated off, dried over magnesium sulphate and the solvent is distilled off in vacuo. 0.7 g of the title compound are left in the form of an amorphous colourless solid.

Workup

  1. temperaturewhilst cooling
  2. washwashed twice with dilute aqueous hydrochloric acid
  3. customThe organic phase is separated off
  4. dry with materialdried over magnesium sulphate
  5. distillationthe solvent is distilled off in vacuo
  6. wait0.7 g of the title compound are left in the form of an amorphous colourless solid

Sources & evidence

ORD record
ord-216ed1c4ad474f068d2841863c16fc6a
Source dataset
uspto-grants-2002_12
Patent number
US06492377B1

Reaction notes

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