4-[(Methylsulfonyl)methyl]phenylboronic acid → 4-[5-(4-Methanesulfonylmethyl-phenyl)-2,3-dihydro-furo[2,3-c]pyridin-2-yl]-piperidine-1-carboxylic acid isopropyl ester

HRID 1184767Notes

Reaction equation

HRID 1184767 reaction equation
[CH:1]([O:4][C:5]([N:7]1[CH2:12][CH2:11][CH:10]([CH:13]2[O:22][C:16]3=[CH:17][N:18]=[C:19](Cl)[CH:20]=[C:15]3[CH2:14]2)[CH2:9][CH2:8]1)=[O:6])([CH3:3])[CH3:2].[CH3:23][S:24]([CH2:27][C:28]1[CH:33]=[CH:32][C:31](B(O)O)=[CH:30][CH:29]=1)(=[O:26])=[O:25]>>[CH:1]([O:4][C:5]([N:7]1[CH2:12][CH2:11][CH:10]([CH:13]2[O:22][C:16]3=[CH:17][N:18]=[C:19]([C:31]4[CH:30]=[CH:29][C:28]([CH2:27][S:24]([CH3:23])(=[O:26])=[O:25])=[CH:33][CH:32]=4)[CH:20]=[C:15]3[CH2:14]2)[CH2:9][CH2:8]1)=[O:6])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 37468194-[(Methylsulfonyl)methyl]phenylboronic acidHCID 866748974-(5-Chloro-2,3-dihydro-furo[2,3-c]pyridin-2-yl)-piperidine-1-carboxylic acid isopropyl ester

Product 1

HCID 679902164-[5-(4-Methanesulfonylmethyl-phenyl)-2,3-dihydro-furo[2,3-c]pyridin-2-yl]-piperidine-1-carboxylic acid isopropyl ester

Procedure

The title compound is prepared from 4-(5-chloro-2,3-dihydro-furo[2,3-c]pyridin-2-yl)-piperidine-1-carboxylic acid isopropyl ester and [4-[(methylsulfonyl)methyl]phenyl]boronic acid following a procedure analogous to that described in Example 28. LC (method 7): tR=1.07 min; Mass spectrum (ESI+): m/z=459 [M+H]+.

Sources & evidence

ORD record
ord-dbf8ed4fc29f48d58888045865589254
Source dataset
uspto-grants-2014_03
Patent number
US08669271B2

Reaction notes

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