(2R)-5'-bromo-3'H-spiro[4-azabicyclo[2.2.2]octane-2,2'-furo[2,3-b]pyridine] → (2'R)-5'-(2-Fluorobenzofuran-3-yl)spiro[1-azabicyclo[2.2.2]octane-3,2'(3'H)-furo[2,3-b]pyridine]

HRID 2220134Notes

Reaction equation

HRID 2220134 reaction equation
Br[C:2]1[CH:3]=[C:4]2[CH2:10][C@:9]3([CH:15]4[CH2:16][CH2:17][N:12]([CH2:13][CH2:14]4)[CH2:11]3)[O:8][C:5]2=[N:6][CH:7]=1.[F:18][C:19]1[O:20][C:21]2[CH:34]=[CH:33][CH:32]=[CH:31][C:22]=2[C:23]=1[Sn](CC)(CC)CC>>[F:18][C:19]1[O:20][C:21]2[CH:34]=[CH:33][CH:32]=[CH:31][C:22]=2[C:23]=1[C:2]1[CH:3]=[C:4]2[CH2:10][C@:9]3([CH:15]4[CH2:16][CH2:17][N:12]([CH2:13][CH2:14]4)[CH2:11]3)[O:8][C:5]2=[N:6][CH:7]=1

Participants

3

Reactant 2

HCID 54506690(2R)-5'-bromo-3'H-spiro[4-azabicyclo[2.2.2]octane-2,2'-furo[2,3-b]pyridine]HCID 686152552-Fluoro-3-triethylstannylbenzofuran

Product 1

HCID 10360508(2'R)-5'-(2-Fluorobenzofuran-3-yl)spiro[1-azabicyclo[2.2.2]octane-3,2'(3'H)-furo[2,3-b]pyridine]

Procedure

Prepared by a method analogous to that described for the preparation of Example 4 from (2′R)-5′-bromospiro[1-azabicyclo[2.2.2]octane-3,2′(3′H)-furo[2,3-b]pyridine] and 2-fluoro-3-triethylstannylbenzofuran. The title compound was obtained as a colourless solid; m/e 351 (MH+).

Workup

  1. customPrepared by a method analogous to

Sources & evidence

ORD record
ord-16f0e98efbbb4edfb260ec4869484c6e
Source dataset
uspto-grants-2008_08
Patent number
US07417049B2

Reaction notes

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