6-Hydroxyquinoline → 5-Allyl-6-methoxyquinoline

HRID 494978Notes

Reaction equation

HRID 494978 reaction equation
O[C:2]1[CH:3]=C2C(=C[CH:11]=1)N=CC=C2.[CH3:12][O:13][C:14]1[CH:15]=[C:16]2[C:21](=[CH:22][C:23]=1CCN1CCC(N3C4C(=CC=C(C(N)=O)C=4)C=C3)CC1)[N:20](C)[CH2:19][CH2:18][CH2:17]2.C(N1C2C(=CC(OC)=C(CCN3CCC(N4C5C(=CC=C(C(N)=O)C=5)C=C4)CC3)C=2)CCC1)(=O)C>>[CH2:3]([C:15]1[C:14]([O:13][CH3:12])=[CH:23][CH:22]=[C:21]2[C:16]=1[CH:17]=[CH:18][CH:19]=[N:20]2)[CH:2]=[CH2:11]

Participants

4

Reactant 3

HCID 113746-HydroxyquinolineHCID 576828501-{1-[2-(6-Methoxy-1-methyl-1,2,3,4-tetrahydroquinolin-7-yl)ethyl]piperidin-4-yl)-1H-indole-6-carboxamideHCID 576828751-{1-[2-(1-Acetyl-6-methoxy-1,2,3,4-tetrahydroquinolin-7-yl)ethyl]piperidin-4-yl}-1H-indole-6-carboxamide

Product 1

HCID 576829205-Allyl-6-methoxyquinoline

Procedure

The subject compound was synthesized from 6-hydroxyquinoline according to the methods described in Example 22, (1), (2), and (3).

Sources & evidence

ORD record
ord-9eece9029cb14a9fad960ce2baeaea82
Source dataset
uspto-grants-2009_05
Patent number
US07538123B2

Reaction notes

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