4,7-Dichloroquinoline → (1RS,2RS)-(7-Chloro-quinolin-4-yl)-(2pyrrolidin-1-yl-cyclohexyl)-amine

HRID 234682Notes

Reaction equation

HRID 234682 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([Cl:12])=[CH:9][CH:10]=2)[N:5]=[CH:4][CH:3]=1.[N:13]1([CH:18]2[CH2:23][CH2:22][CH2:21][CH2:20][CH:19]2[NH2:24])[CH2:17][CH2:16][CH2:15][CH2:14]1>C(#N)C.C(O)C>[Cl:12][C:8]1[CH:7]=[C:6]2[C:11]([C:2]([NH:24][CH:19]3[CH2:20][CH2:21][CH2:22][CH2:23][CH:18]3[N:13]3[CH2:17][CH2:16][CH2:15][CH2:14]3)=[CH:3][CH:4]=[N:5]2)=[CH:10][CH:9]=1

Participants

4

Reactant 2

HCID 68664,7-DichloroquinolineHCID 143501762-(Pyrrolidin-1-yl)cyclohexan-1-amine

Product 1

HCID 23355221(1RS,2RS)-(7-Chloro-quinolin-4-yl)-(2pyrrolidin-1-yl-cyclohexyl)-amine

Reagents, catalysts & solvents 1

HCID 21984225Acetonitrile ethanolSolvent

Procedure

3.87 g from 3.6 g of 4,7-dichloroquinoline and 3.06 g of (2-pyrrolidin-1-yl-cyclohexyl)-amine (reaction duration 24 hours at 120° C.); colourless crystals from acetonitrile/ethanol, m.p.: 228°-231° C.

Sources & evidence

ORD record
ord-ec769a09edb64d00bfdf82059338b219
Source dataset
uspto-grants-1997_01
Patent number
US05596002

Reaction notes

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