4-Cyclopropyl-6-hydroxymethyl-1,4-dihydro-quinoline-3-carbonitrile → 4-Cyclopropyl-6-formyl-quinoline-3-carbonitrile

HRID 1297692Notes

Reaction equation

HRID 1297692 reaction equation
[CH:1]1([CH:4]2[C:13]3[C:8](=[CH:9][CH:10]=[C:11]([CH2:14][OH:15])[CH:12]=3)[NH:7][CH:6]=[C:5]2[C:16]#[N:17])[CH2:3][CH2:2]1>[O-2].[O-2].[Mn+4]>[CH:1]1([C:4]2[C:13]3[C:8](=[CH:9][CH:10]=[C:11]([CH:14]=[O:15])[CH:12]=3)[N:7]=[CH:6][C:5]=2[C:16]#[N:17])[CH2:2][CH2:3]1

Participants

3

Reactant 1

HCID 585857844-Cyclopropyl-6-hydroxymethyl-1,4-dihydro-quinoline-3-carbonitrile

Product 1

HCID 585858164-Cyclopropyl-6-formyl-quinoline-3-carbonitrile

Reagents, catalysts & solvents 1

HCID 178418406HCID 178418406, compoundCatalyst

Procedure

Similar procedure as described in example 46f was used, starting from 4-cyclopropyl-6-hydroxymethyl-1,4-dihydro-quinoline-3-carbonitrile (example 57b) and manganese dioxide to give 4-cyclopropyl-6-formyl-quinoline-3-carbonitrile as a white solid. LC-MS m/e 223 (MH+).

Sources & evidence

ORD record
ord-f37ba696a523476fb9b55f6b74d936ea
Source dataset
uspto-grants-2007_07
Patent number
US07250515B2

Reaction notes

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