(2-Fluoro-4-((methylsulfonyl)methyl)phenyl)boronic acid → 4-[5-(4-Methanesulfonylmethyl-phenyl)-2-methyl-2,3-dihydro-furo[2,3-c]pyridin-2-yl]-piperidine-1-carboxylic acid tert-butyl ester

HRID 1184778Notes

Reaction equation

HRID 1184778 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([C:14]2([CH3:24])[O:23][C:17]3=[CH:18][N:19]=[C:20](Cl)[CH:21]=[C:16]3[CH2:15]2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].F[C:26]1[CH:31]=[C:30]([CH2:32][S:33]([CH3:36])(=[O:35])=[O:34])[CH:29]=[CH:28][C:27]=1B(O)O>>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([C:14]2([CH3:24])[O:23][C:17]3=[CH:18][N:19]=[C:20]([C:27]4[CH:28]=[CH:29][C:30]([CH2:32][S:33]([CH3:36])(=[O:35])=[O:34])=[CH:31][CH:26]=4)[CH:21]=[C:16]3[CH2:15]2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 67973939(2-Fluoro-4-((methylsulfonyl)methyl)phenyl)boronic acidHCID 866749014-(5-Chloro-2-methyl-2,3-dihydrofuro[2,3-c]pyridin-2-yl)piperidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 679902704-[5-(4-Methanesulfonylmethyl-phenyl)-2-methyl-2,3-dihydro-furo[2,3-c]pyridin-2-yl]-piperidine-1-carboxylic acid tert-butyl ester

Procedure

The title compound is prepared from 4-(5-chloro-2-methyl-2,3-dihydro-furo[2,3-c]pyridin-2-yl)-piperidine-1-carboxylic acid tert-butyl ester and 2-fluoro-4-(methylsulfonylmethyl)phenylboronic acid following a procedure analogous to that described in Example 28. LC (method 6): tR=1.14 min; Mass spectrum (ESI+): m/z=505 [M+H]+.

Sources & evidence

ORD record
ord-809b279ac29d4f2b8d5d4822f127019c
Source dataset
uspto-grants-2014_03
Patent number
US08669271B2

Reaction notes

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