(Hexahydro-1H-pyrrolizin-7A-YL)methanamine → HCID 9817324, compound

HRID 439743Notes

Reaction equation

HRID 439743 reaction equation
[NH2:1][CH2:2][C:3]12[CH2:10][CH2:9][CH2:8][N:7]1[CH2:6][CH2:5][CH2:4]2.[NH:11]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[CH2:13][CH2:12]1.ClC(Cl)(Cl)N[C:23](=O)[O-:24]>C1(C)C=CC=CC=1>[CH2:4]1[C:3]2([CH2:2][NH:1][C:23]([N:11]3[C:19]4[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=4)[CH2:13][CH2:12]3)=[O:24])[N:7]([CH2:8][CH2:9][CH2:10]2)[CH2:6][CH2:5]1

Participants

4

Reactant 2

HCID 10654304(Hexahydro-1H-pyrrolizin-7A-YL)methanamineHCID 86747893HCID 86747893, compound

Product 1

HCID 9817324HCID 9817324, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

7a-Aminomethylhexahydro-1H-pyrrolizine is reacted with indoline-N-trichloromethylcarbamate [J. Medicinal Chemistry (1990) 33: 1929] in toluene at reflux to afford the title compound after extractive workup and column chromatography.

Workup

  1. temperatureat reflux

Sources & evidence

ORD record
ord-ae24a81bd9a640dcb1856f954320eb05
Source dataset
uspto-grants-1996_05
Patent number
US05516782

Reaction notes

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