1-(8-Amino-quinolin-7-yl)-propan-1-ol → 1-(8-Amino-quinolin-7-yl)-propan-1-one

HRID 513689Notes

Reaction equation

HRID 513689 reaction equation
[NH2:1][C:2]1[C:3]([CH:12]([OH:15])[CH2:13][CH3:14])=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]=[CH:9][CH:8]=[CH:7]2>O=[Mn]=O.C(Cl)Cl>[NH2:1][C:2]1[C:3]([C:12](=[O:15])[CH2:13][CH3:14])=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]=[CH:9][CH:8]=[CH:7]2

Participants

4

Reactant 1

HCID 681831601-(8-Amino-quinolin-7-yl)-propan-1-ol

Product 1

HCID 681833021-(8-Amino-quinolin-7-yl)-propan-1-oneYield 80.7%

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 6344DichloromethaneSolvent

Procedure

In a similar fashion using route 27 general procedure 68, 1-(8-amino-quinolin-7-yl)-propan-1-ol 408 (1.0 g, 4.95 mmol), MnO2 powder (4.3 g, 49.5 mmol) and DCM (10 ml) gave the title compound (800 mg, 80%) which was used in the next step without further purification.

Sources & evidence

ORD record
ord-eb960c037c2942f39a8178ea2e689ace
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

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