5-Bromo-3-methoxyquinoline → HCID 87130306, compound

HRID 1640504Notes

Reaction equation

HRID 1640504 reaction equation
Br[C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH:4]=[C:5]([O:12][CH3:13])[CH:6]=[N:7]2>CC(=O)OCC>[CH3:13][O:12][C:5]1[CH:6]=[N:7][C:8]2[C:3]([CH:4]=1)=[C:2]([CH2:3][CH2:4][CH:5]=[O:12])[CH:11]=[CH:10][CH:9]=2

Participants

3

Reactant 1

HCID 582278515-Bromo-3-methoxyquinoline

Product 1

HCID 87130306HCID 87130306, compoundYield 30%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

This aldehyde was prepared using sequentially the protocols of Example 29, step 29.i and Example 33, steps 33.i to 33.ii and starting from 5-bromo-3-methoxy-quinoline (4 g, 16.7 mmol; prepared as in DE 10316081). After chromatography on SiO2 (Hex/EA 1:1, EA), the compound was obtained as a yellowish solid (0.95 g, 30% yield over 3 steps).

Sources & evidence

ORD record
ord-ee9cb1df4ee04084afe4b8e8137e17ca
Source dataset
uspto-grants-2012_02
Patent number
US08114867B2

Reaction notes

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