HCID 604752, compound → HCID 18414117, compound

HRID 428532Notes

Reaction equation

HRID 428532 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:15]=[C:16]([O:25][CH3:26])[CH:17]=[C:18]3[C:23]=2[N:22]=[C:21](C)[CH:20]=[CH:19]3)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.N[C:28]1C=C(OC)C=C2C=1N=CC(C)=C2.NC1C=C(OC)C=C2C=1N=C(C)C=C2>>[CH2:1]([N:8]1[CH2:9][CH2:10][N:11]([C:14]2[CH:15]=[C:16]([O:25][CH3:26])[CH:17]=[C:18]3[C:23]=2[N:22]=[CH:21][C:20]([CH3:28])=[CH:19]3)[CH2:12][CH2:13]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 604752HCID 604752, compoundHCID 124995536-Methoxy-2-methyl-8-quinolinamineHCID 18414093HCID 18414093, compound

Product 1

HCID 18414117HCID 18414117, compoundYield 22%

Procedure

The title compound was prepared by the same method used for 1-benzyl-4-(6-methoxy-2-methylquinolin-8-yl)piperazine, except substituting 8-amino-6-methoxy-3-methylquinoline (2.82 g, 15.0 mmol) for the 8-amino-6-methoxy-2-methyl-quinoline. Flash chromatography on 6×20 cm SiO2 (25-30% EtOAc/hexane), with rechromatography of the mixed fractions, provided 1.13 g (22%) of the title compound as a yellow gum. Crystallization from hexane afforded 0.88 g of analytically pure compound as yellow crystals: mp 112-113° C.

Workup

  1. customThe title compound was prepared by the same method

Sources & evidence

ORD record
ord-7db9dfd0fcf64a7e999e18a5dcb03eb8
Source dataset
uspto-grants-2001_11
Patent number
US06313126B1

Reaction notes

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