Pentylamine → 2-Chloro-N-pentyl-6,7-dihydro-5H-cyclopenta[d]pyrimidine-4-amine

HRID 965679Notes

Reaction equation

HRID 965679 reaction equation
[Cl:1][C:2]1[N:3]=[C:4](Cl)[C:5]2[CH2:10][CH2:9][CH2:8][C:6]=2[N:7]=1.[CH2:12]([NH2:17])[CH2:13][CH2:14][CH2:15][CH3:16].[Cl-].[NH4+]>>[Cl:1][C:2]1[N:3]=[C:4]([NH:17][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])[C:5]2[CH2:10][CH2:9][CH2:8][C:6]=2[N:7]=1

Participants

4

Reactant 3

HCID 8060PentylamineHCID 25517Ammonium ChlorideHCID 2313312,4-dichloro-5H,6H,7H-cyclopenta(d)pyrimidine

Product 1

HCID 223132482-Chloro-N-pentyl-6,7-dihydro-5H-cyclopenta[d]pyrimidine-4-amineYield 65%

Procedure

A mixture of 2,4-dichloro-6,7-dihydro-5H-cyclopenta[d]pyrimidine (410 mg) and pentylamine (1 ml) were stirred at room temperature for 8 hours. The reaction mixture was poured into an aqueous ammonium chloride solution and the solution was extracted with chloroform. The organic layer was washed with saturated brine, dried over sodium sulfate and concentrated in vacuo to give the object compound (296 mg, 65%).

Workup

  1. extractionthe solution was extracted with chloroform
  2. washThe organic layer was washed with saturated brine
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-175085e48dd64350b2ed2ac0dad40534
Source dataset
uspto-grants-2005_10
Patent number
US06951866B2

Reaction notes

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