Cyclopentylamine → 2-(4-Chlorophenyl)-4-cyclopentylamino-6,7-dihydro-5H-cyclopenta[d]pyrimidine

HRID 1168678Notes

Reaction equation

HRID 1168678 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10](Cl)[C:11]3[CH2:16][CH2:15][CH2:14][C:12]=3[N:13]=2)=[CH:4][CH:3]=1.[CH:18]1([NH2:23])[CH2:22][CH2:21][CH2:20][CH2:19]1.CN1CCCC1=O>O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]([NH:23][CH:18]3[CH2:22][CH2:21][CH2:20][CH2:19]3)[C:11]3[CH2:16][CH2:15][CH2:14][C:12]=3[N:13]=2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 2906CyclopentylamineHCID 13387N-methyl-2-pyrrolidoneHCID 111614002-(4-Chlorophenyl)-4-chloro-6,7-dihydro-5H-cyclopenta[d]pyrimidine

Product 1

HCID 111627962-(4-Chlorophenyl)-4-cyclopentylamino-6,7-dihydro-5H-cyclopenta[d]pyrimidine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

0.265 g of 2-(4-chlorophenyl)-4-chloro-6,7-dihydro-5H-cyclopenta[d]pyrimidine, 0.4 g of cyclopentylamine and 1 ml of N-methylpyrrolidone were heated to 130° C. in an oil bath. After 5 hours, the mixture was diluted with 20 ml of water and stirred at room temperature. The precipitated product was filtered off with suction, washed with water and dried in vacuo at 40° C. Yield: 0.26 g. M.p.: 167° C.

Workup

  1. filtrationThe precipitated product was filtered off with suction
  2. washwashed with water
  3. customdried in vacuo at 40° C

Sources & evidence

ORD record
ord-511016e9a60346efb2bf0a02982d1aeb
Source dataset
uspto-grants-2003_09
Patent number
US06627628B1

Reaction notes

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