2-Chloro-5-[(methanesulfonyl)methyl]pyridine → 4-[5-(5-Methanesulfonylmethyl-pyridin-2-yl)-2,3-dihydro-benzofuran-2-yl]-piperidine-1-carboxylic acid tert-butyl ester

HRID 1184754Notes

Reaction equation

HRID 1184754 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([CH:14]2[CH2:18][C:17]3[CH:19]=[C:20](B4OC(C)(C)C(C)(C)O4)[CH:21]=[CH:22][C:16]=3[O:15]2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].Cl[C:33]1[CH:38]=[CH:37][C:36]([CH2:39][S:40]([CH3:43])(=[O:42])=[O:41])=[CH:35][N:34]=1>>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([CH:14]2[CH2:18][C:17]3[CH:19]=[C:20]([C:33]4[CH:38]=[CH:37][C:36]([CH2:39][S:40]([CH3:43])(=[O:41])=[O:42])=[CH:35][N:34]=4)[CH:21]=[CH:22][C:16]=3[O:15]2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 457912372-Chloro-5-[(methanesulfonyl)methyl]pyridineHCID 679736294-[5-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-2,3-dihydro-benzofuran-2-yl]-piperidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 679902344-[5-(5-Methanesulfonylmethyl-pyridin-2-yl)-2,3-dihydro-benzofuran-2-yl]-piperidine-1-carboxylic acid tert-butyl ester

Procedure

The title compound is prepared from 4-[5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-2,3-dihydro-benzofuran-2-yl]-piperidine-1-carboxylic acid tert-butyl ester and 2-chloro-5-methanesulfonylmethyl-pyridine following a procedure analogous to that described in Example 1. LC (method 6): tR=1.17 min; Mass spectrum (ESI+): m/z=473 [M+H]+.

Sources & evidence

ORD record
ord-9a370b07d2f9418089e3c606b994a184
Source dataset
uspto-grants-2014_03
Patent number
US08669271B2

Reaction notes

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