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

HRID 132343Notes

Reaction equation

HRID 132343 reaction equation
[O:1]=[C:2]1[CH2:11][C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][N:3]1[CH:12]1[CH2:17][CH2:16][N:15](C(OC(C)(C)C)=O)[CH2:14][CH2:13]1.N1CCC(C2CC3C(=CC=CC=3)NC2=O)CC1>>[NH:15]1[CH2:16][CH2:17][CH:12]([N:3]2[C:2](=[O:1])[CH2:11][C:10]3[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=3)[CH2:4]2)[CH2:13][CH2:14]1

Participants

3

Reactant 2

HCID 183212463-(piperidin-4-yl)-3,4-dihydroquinolin-2(1H)-oneHCID 59731897tert-Butyl 4-(3-oxo-3,4-dihydroisoquinolin-2(1H)-yl)piperidine-1-carboxylate

Product 1

HCID 597318882-(Piperidin-4-yl)-1,2-dihydroisoquinolin-3(4H)-oneYield 96%

Procedure

tert-Butyl 4-(3-oxo-3,4-dihydroisoquinolin-2(1H)-yl)piperidine-1-carboxylate (730 mg, 2.2 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 yellow solid in 96% yield. MS m/e (M+H)+=231.4.

Sources & evidence

ORD record
ord-39397c5f9cde45f2818119ce5aee1e88
Source dataset
uspto-grants-2008_06
Patent number
US07384931B2

Reaction notes

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