3-Pyridinylboronic acid → (R)-3'-[4-(3-Pyridyl)thiophen-2-yl]spiro[1-azabicyclo[2.2.2]octan-3,5'-oxazolidin]-2'-one

HRID 2109441Notes

Reaction equation

HRID 2109441 reaction equation
Br[C:2]1[CH:3]=[C:4]([N:7]2[CH2:11][C@:10]3([CH:16]4[CH2:17][CH2:18][N:13]([CH2:14][CH2:15]4)[CH2:12]3)[O:9][C:8]2=[O:19])[S:5][CH:6]=1.[N:20]1[CH:25]=[CH:24][CH:23]=[C:22](B(O)O)[CH:21]=1>>[N:20]1[CH:25]=[CH:24][CH:23]=[C:22]([C:2]2[CH:3]=[C:4]([N:7]3[CH2:11][C@:10]4([CH:16]5[CH2:17][CH2:18][N:13]([CH2:14][CH2:15]5)[CH2:12]4)[O:9][C:8]3=[O:19])[S:5][CH:6]=2)[CH:21]=1

Participants

3

Reactant 2

HCID 27343783-Pyridinylboronic acidHCID 57634260(R)-3'-(4-Bromothiophen-2-yl)spiro[1-azabicyclo[2.2.2]octan-3,5'-oxazolidin]-2'-one

Product 1

HCID 57634236(R)-3'-[4-(3-Pyridyl)thiophen-2-yl]spiro[1-azabicyclo[2.2.2]octan-3,5'-oxazolidin]-2'-one

Procedure

The title compound was prepared by a method analogous to that described in Example 12 from (R)-3′-(4-bromothiophen-2-yl)spiro[1-azabicyclo[2.2.2]octan-3,5′-oxazolidin]-2′-one and pyridine-3-boronic acid. The title compound (73 mg) was obtained as a pale solid, m/z 342 (MH+).

Workup

  1. customThe title compound was prepared by a method analogous to

Sources & evidence

ORD record
ord-94439961685d44d1bbeb7712c6910d1b
Source dataset
uspto-grants-2009_04
Patent number
US07514567B2

Reaction notes

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