Tert-butyl 4-hydroxypiperidine-1-carboxylate → 4-[7-Ethyl-2-(4-methoxy-benzyl)-1-oxo-1,2-dihydro-isoquinolin-6-yloxy]-piperidine-1-carboxylic acid tert-butyl ester

HRID 1930227Notes

Reaction equation

HRID 1930227 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([O:14][C:15]2[CH:16]=[C:17]3[C:22](=[CH:23][C:24]=2[C:25]2C=CC=C[CH:26]=2)[C:21](=[O:31])[N:20]([CH2:32][C:33]2[CH:38]=[CH:37][C:36]([O:39][CH3:40])=[CH:35][CH:34]=2)[CH:19]=[CH:18]3)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C(C1C=C2C(C=CN(CC3C=CC(OC)=CC=3)C2=O)=CC=1F)C.C(OC(N1CCC(O)CC1)=O)(C)(C)C>>[C:1]([O:5][C:6]([N:8]1[CH2:9][CH2:10][CH:11]([O:14][C:15]2[CH:16]=[C:17]3[C:22](=[CH:23][C:24]=2[CH2:25][CH3:26])[C:21](=[O:31])[N:20]([CH2:32][C:33]2[CH:38]=[CH:37][C:36]([O:39][CH3:40])=[CH:35][CH:34]=2)[CH:19]=[CH:18]3)[CH2:12][CH2:13]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 3

HCID 643502Tert-butyl 4-hydroxypiperidine-1-carboxylateHCID 576525764-[2-(4-Methoxy-benzyl)-1-oxo-7-phenyl-1,2-dihydro-isoquinolin-6-yloxy]-piperidine-1-carboxylic acid tert-butyl esterHCID 598182587-Ethyl-6-fluoro-2-[(4-methoxyphenyl)methyl]isoquinolin-1(2H)-one

Product 1

HCID 576525984-[7-Ethyl-2-(4-methoxy-benzyl)-1-oxo-1,2-dihydro-isoquinolin-6-yloxy]-piperidine-1-carboxylic acid tert-butyl ester

Procedure

The title compound was synthesized following the method described for 4-[2-(4-methoxy-benzyl)-1-oxo-7-phenyl-1,2-dihydro-isoquinolin-6-yloxy]-piperidine-1-carboxylic acid tert-butyl ester (316), starting from 7-ethyl-6-fluoro-2-(4-methoxy-benzyl)-2H-isoquinolin-1-one (318) and 4-hydroxy-piperidine-1-carboxylic acid tert-butyl ester. Rt=1.91 min (Method C). Detected mass: 493.6 (M+H+).

Sources & evidence

ORD record
ord-558a788bce204a7fb821588562297d94
Source dataset
uspto-grants-2012_05
Patent number
US08188117B2

Reaction notes

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