1-Pyrrolidineethanamine → HCID 15636946, compound

HRID 1087837Notes

Reaction equation

HRID 1087837 reaction equation
[CH3:1][N:2]([CH3:21])[CH2:3][CH2:4][NH:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=2)[CH2:10][CH2:9]1)=[O:7].C(N1C=CN=C1)(N1[CH:28]=[CH:27]N=C1)=O.NCCN1CCCC1.FC1C=CC(N2CCNCC2)=CC=1>O1CCCC1>[F:20][C:17]1[CH:16]=[CH:15][C:14]([N:11]2[CH2:12][CH2:13][N:8]([C:6]([NH:5][CH2:4][CH2:3][N:2]3[CH2:21][CH2:28][CH2:27][CH2:1]3)=[O:7])[CH2:9][CH2:10]2)=[CH:19][CH:18]=1

Participants

6

Reactant 4

HCID 13441-PyrrolidineethanamineHCID 682631,1'-CarbonyldiimidazoleHCID 752601-(4-Fluorophenyl)piperazineHCID 14763463N-[2-(Dimethylamino)ethyl]-4-(4-fluorophenyl)-1-piperazinecarboxamide

Product 1

HCID 15636946HCID 15636946, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

This compound was prepared according to the procedure used to synthesize the compound of Example 11. A mixture of 10.4 g (0.064 mole) of 1,1'-carbonyldiimidazole, 7.3 g (0.064 mole) of N-(2-aminoethyl)pyrrolidine and 11.5 g (0.064 mole) of 1-(4-fluorophenyl)piperazine in a total volume of 500 ml of tetrahydrofuran gave an oil that solidified when triturated with petroleum ether. The collected solid was recrystallized from benzene to give 2.8 g of the title compound as a white solid, m.p. 100°-102° C.

Workup

  1. customThis compound was prepared
  2. customgave an oil that solidified when
  3. customtriturated with petroleum ether
  4. customThe collected solid was recrystallized from benzene

Sources & evidence

ORD record
ord-af43760351174f7a83e4a956f1679d5b
Source dataset
uspto-grants-1990_10
Patent number
US04960776

Reaction notes

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