Cyclopentylamine → HCID 11219722, compound

HRID 969742Notes

Reaction equation

HRID 969742 reaction equation
[CH:1]1([NH2:6])[CH2:5][CH2:4][CH2:3][CH2:2]1.C(N(CC)CC)C.[Cl:14][C:15]1[C:20]([CH:21]([CH3:23])[CH3:22])=[C:19](Cl)[N:18]2[N:25]=[CH:26][N:27]=[C:17]2[N:16]=1>C(Cl)Cl>[Cl:14][C:15]1[C:20]([CH:21]([CH3:22])[CH3:23])=[C:19]([NH:6][CH:1]2[CH2:5][CH2:4][CH2:3][CH2:2]2)[N:18]2[N:25]=[CH:26][N:27]=[C:17]2[N:16]=1

Participants

5

Reactant 3

HCID 2906CyclopentylamineHCID 8471TriethylamineHCID 11345254[1,2,4]Triazolo[1,5-a]pyrimidine, 5,7-dichloro-6-(1-methylethyl)-

Product 1

HCID 11219722HCID 11219722, compoundYield 76%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

With stirring, a mixture of 0.13 g (1.5 mmol) of cyclopentylamine and 0.15 g (1.5 mmol) of triethylamine in 10 ml of methylene chloride was added to a mixture of 0.34 g (1.5 mmol) of 5,7-dichloro-6-isopropyl-[1,2,4]-triazolo-[1,5-α]-pyrimidine (cf. Ex. 2) in 20 ml of methylene chloride. The reaction mixture was stirred at room temperature for 16 h and then washed with 5% strength hydrochloric acid. The organic phase was separated off, dried over sodium sulfate and filtered. The filtrate was freed from the solvent and the residue was purified chromatographically. This gave 0.32 g (1.14 mmol) of the title compound (melting point 139° C.).

Workup

  1. stirringThe reaction mixture was stirred at room temperature for 16 h
  2. washwashed with 5% strength hydrochloric acid
  3. customThe organic phase was separated off
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. customthe residue was purified chromatographically

Sources & evidence

ORD record
ord-123f145a17f94a23b7aadd091ac54852
Source dataset
uspto-grants-2007_12
Patent number
US07307172B2

Reaction notes

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