Triethylamine → HCID 11623568, compound

HRID 1986638Notes

Reaction equation

HRID 1986638 reaction equation
[CH3:1][CH:2]1[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.C(N(CC)CC)C.[CH3:15][C:16]1[C:21]([CH:22]2[CH2:26][CH2:25][CH2:24][CH2:23]2)=[C:20](Cl)[N:19]2[N:28]=[CH:29][N:30]=[C:18]2[N:17]=1>ClCCl>[CH3:15][C:16]1[C:21]([CH:22]2[CH2:26][CH2:25][CH2:24][CH2:23]2)=[C:20]([N:5]2[CH2:6][CH2:7][CH:2]([CH3:1])[CH2:3][CH2:4]2)[N:19]2[N:28]=[CH:29][N:30]=[C:18]2[N:17]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 693814-MethylpiperidineHCID 11637267HCID 11637267, compound

Product 1

HCID 11623568HCID 11623568, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

With stirring, a solution of 4-methylpiperidine (1.5 mmol) and triethylamine (1.5 mmol) in 10 ml of dichloromethane was added to a solution of 5-methyl-6-cyclopentyl-7-chloro[1,2,4]triazolo[1,5-a]pyrimidine (1.5 mmol, Ex. 3) in 20 ml of dichloromethane. The reaction mixture was stirred at 20-25° C. for about 16 hours and then washed with a 5% strength solution of HCl. The organic phase was separated off and dried. Following distillative removal of the solvent and chromatography on silica gel, this gave 0.26 g of the title compound of m.p. 145° C.

Workup

  1. stirringThe reaction mixture was stirred at 20-25° C. for about 16 hours
  2. washwashed with a 5% strength solution of HCl
  3. customThe organic phase was separated off
  4. customdried
  5. customremoval of the solvent and chromatography on silica gel

Sources & evidence

ORD record
ord-cd1c04f15b6d4e2bbd19213d7e07d434
Source dataset
uspto-grants-2009_06
Patent number
US07550471B2

Reaction notes

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