AR-R-17779 → (R)-3'-[2-(2-Pyridyl)thiophen-4-yl]spiro[1-azabicyclo[2.2.2]octan-3,5'-oxazolidin]-2'-one

HRID 2109448Notes

Reaction equation

HRID 2109448 reaction equation
[O:1]1[C@@:5]2([CH:10]3[CH2:11][CH2:12][N:7]([CH2:8][CH2:9]3)[CH2:6]2)[CH2:4][NH:3][C:2]1=[O:13].Br[C:15]1[CH:16]=[C:17]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][N:21]=2)[S:18][CH:19]=1>>[N:21]1[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=1[C:17]1[S:18][CH:19]=[C:15]([N:3]2[CH2:4][C@:5]3([CH:10]4[CH2:11][CH2:12][N:7]([CH2:8][CH2:9]4)[CH2:6]3)[O:1][C:2]2=[O:13])[CH:16]=1

Participants

3

Reactant 2

HCID 5310971AR-R-17779HCID 142923562-(4-Bromothiophen-2-yl)pyridine

Product 1

HCID 11473306(R)-3'-[2-(2-Pyridyl)thiophen-4-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 Preparation 3 from (S)-spiro[1-azabicyclo[2.2.2]octan-3,5′-oxazolidin]-2′-one and 4-bromo-2-(2-pyridyl)thiophene. The title compound (140 mg) was obtained as a pale-yellow solid, m/z 342 (MH+).

Workup

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

Sources & evidence

ORD record
ord-cd123280353a49fe81c7667edc6d9e32
Source dataset
uspto-grants-2009_04
Patent number
US07514567B2

Reaction notes

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