Tert-butyl 4-(4-allyloxyphenyl)-3-hydroxypiperidine-1-carboxylate → tert-Butyl 4-(4-allyloxyphenyl)-3-[1-(3-methoxypropyl)-2-oxo-1,2,3,4-tetrahydroquinolin-7-ylmethoxy]piperidine-1-carboxylate

HRID 1176285Notes

Reaction equation

HRID 1176285 reaction equation
[CH2:1]([O:4][C:5]1[CH:10]=[CH:9][C:8]([CH:11]2[CH2:16][CH2:15][N:14]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[CH2:13][CH:12]2[OH:24])=[CH:7][CH:6]=1)[CH:2]=[CH2:3].Cl[CH2:26][C:27]1[CH:36]=[C:35]2[C:30]([CH2:31][CH2:32][C:33](=[O:42])[N:34]2[CH2:37][CH2:38][CH2:39][O:40][CH3:41])=[CH:29][CH:28]=1>>[CH2:1]([O:4][C:5]1[CH:6]=[CH:7][C:8]([CH:11]2[CH2:16][CH2:15][N:14]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[CH2:13][CH:12]2[O:24][CH2:26][C:27]2[CH:36]=[C:35]3[C:30]([CH2:31][CH2:32][C:33](=[O:42])[N:34]3[CH2:37][CH2:38][CH2:39][O:40][CH3:41])=[CH:29][CH:28]=2)=[CH:9][CH:10]=1)[CH:2]=[CH2:3]

Participants

3

Reactant 2

HCID 54331732Tert-butyl 4-(4-allyloxyphenyl)-3-hydroxypiperidine-1-carboxylateHCID 685044347-chloromethyl-1-(3-methoxypropyl)-3,4-dihydro-1H-quinolin-2-one

Product 1

HCID 68497775tert-Butyl 4-(4-allyloxyphenyl)-3-[1-(3-methoxypropyl)-2-oxo-1,2,3,4-tetrahydroquinolin-7-ylmethoxy]piperidine-1-carboxylate

Procedure

Analogously to Method D, 3.26 g of tert-butyl 4-(4-allyloxyphenyl)-3-hydroxypiperidine-1-carboxylate and 2.62 g of 7-chloromethyl-1-(3-methoxypropyl)-3,4-dihydro-1H-quinolin-2-one are reacted. The title compound is obtained as a slightly yellowish oil. Rf=0.16 (1:1 EtOAc-heptane); Rt=5.50.

Sources & evidence

ORD record
ord-c57ef5d169e948e9a10ea12be96e6cb7
Source dataset
uspto-grants-2010_11
Patent number
US07842688B2

Reaction notes

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