3-(piperidin-4-yl)-3,4-dihydroquinolin-2(1H)-one → 3-(piperazin-1-yl)-3,4-dihydroquinolin-2(1H)-one

HRID 1985488Notes

Reaction equation

HRID 1985488 reaction equation
[O:1]=[C:2]1[CH:11]([N:12]2[CH2:17][CH2:16][N:15](C(OC(C)(C)C)=O)[CH2:14][CH2:13]2)[CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[NH:3]1.N1CCC(C2CC3C(=CC=CC=3)NC2=O)CC1>>[N:12]1([CH:11]2[CH2:10][C:9]3[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=3)[NH:3][C:2]2=[O:1])[CH2:13][CH2:14][NH:15][CH2:16][CH2:17]1

Participants

3

Reactant 2

HCID 183212463-(piperidin-4-yl)-3,4-dihydroquinolin-2(1H)-oneHCID 59732047tert-Butyl 4-(2-oxo-1,2,3,4-tetrahydroquinolin-3-yl)piperazine-1-carboxylate

Product 1

HCID 597319433-(piperazin-1-yl)-3,4-dihydroquinolin-2(1H)-one

Procedure

tert-Butyl 4-(2-oxo-1,2,3,4-tetrahydroquinolin-3-yl)piperazine-1-carboxylate (640 mg, 1.9 mmol) was reacted in a manner analogous to the preparation of 3-(piperidin-4-yl)-3,4-dihydroquinolin-2(1H)-one. Title compound was obtained as light brown solid in quantitative yield. MS m/e (M+H)+=232.4.

Sources & evidence

ORD record
ord-9068adb82d8442228c359a310d7bc68b
Source dataset
uspto-grants-2009_06
Patent number
US07544680B2

Reaction notes

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