3-Phenylbenzaldehyde → 6-([1,1'-Biphenyl]-2-yl)-1-([1,1'-biphenyl]-3-ylmethyl)piperidin-2-one

HRID 594669Notes

Reaction equation

[C:1]1([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH:7]([NH2:15])[CH2:8][CH2:9][CH2:10][C:11](OC)=[O:12].[C:22]1([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[CH:27]=[CH:26][CH:25]=[C:24]([CH:28]=O)[CH:23]=1>>[C:1]1([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH:7]1[N:15]([CH2:28][C:24]2[CH:23]=[C:22]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)[CH:27]=[CH:26][CH:25]=2)[C:11](=[O:12])[CH2:10][CH2:9][CH2:8]1

Participants

Reactant 2

HCID 1210533-Phenylbenzaldehyde

HCID 69083690Methyl 5-([1,1'-biphenyl]-2-yl)-5-aminopentanoate

Product 1

HCID 866956556-([1,1'-Biphenyl]-2-yl)-1-([1,1'-biphenyl]-3-ylmethyl)piperidin-2-one

Procedure

Prepared according to the described general procedure 1 (GP1) by reaction of methyl 5-([1,1′-biphenyl]-2-yl)-5-aminopentanoate with commercially available [1,1′-biphenyl]-3-carbaldehyde. Subsequent purification by preparative HPLC afforded the target compound. LC-MS (conditions A): tR=1.03 min.; [M+H]+: 417.81 g/mol.

Workup

customPrepared
customSubsequent purification by preparative HPLC
customafforded the target compound

Sources & evidence

ORD record: ord-c8b644e3608749e8babee53eceaffe2b
Source dataset: uspto-grants-2016_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09242970B2

Reaction notes

Loading…