Allyl bromide → HCID 478679, compound

HRID 1032721Notes

Reaction equation

HRID 1032721 reaction equation
[O:1]=[C:2]1[C:11]2[C:6](=[CH:7][C:8]([C:12]3[CH:17]=[CH:16][N:15]=[CH:14][CH:13]=3)=[CH:9][CH:10]=2)[N:5]([CH2:18][CH:19]=[CH2:20])[CH:4]=[C:3]1[C:21](O)=[O:22].O=C1C2C(=CC(C3C=CN=CC=3)=CC=2)[NH:28]C=C1C(OCC)=O.C(Br)C=C>>[O:1]=[C:2]1[C:11]2[C:6](=[CH:7][C:8]([C:12]3[CH:17]=[CH:16][N:15]=[CH:14][CH:13]=3)=[CH:9][CH:10]=2)[N:5]([CH2:18][CH:19]=[CH2:20])[CH:4]=[C:3]1[C:21]([NH2:28])=[O:22]

Participants

4

Reactant 3

HCID 7841Allyl bromideHCID 3016145Ethyl 1,4-dihydro-4-oxo-7-(4-pyridyl)quinoline-3-carboxylateHCID 10267135HCID 10267135, compound

Product 1

HCID 478679HCID 478679, compound

Procedure

The starting acid, 1,4-dihydro-4-oxo-1-(2-propenyl)-7-(4-pyridinyl)-3-quinolinecarboxylic acid (golden crystals, m.p. 259.5°-261° C. from methanol), was prepared by hydrolysis of the corresponding ethyl ester (yellow powder, m.p. 155°-157° C.), in turn prepared by alkylation of ethyl 1,4-dihydro-4-oxo-7-(4-pyridinyl)-3-quinolinecarboxylate with allyl bromide.

Sources & evidence

ORD record
ord-85be1de47ed144d08ea58814dad1209f
Source dataset
uspto-grants-1990_09
Patent number
US04959363

Reaction notes

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