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

HRID 2220120Notes

Reaction equation

HRID 2220120 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.[CH3:18][C:19]1[S:20][CH:21]=[C:22]([Sn](CC)(CC)CC)[N:23]=1>>[CH3:18][C:19]1[S:20][CH:21]=[C:22]([C:2]2[CH:3]=[C:4]3[CH2:10][C@:9]4([CH:15]5[CH2:16][CH2:17][N:12]([CH2:13][CH2:14]5)[CH2:11]4)[O:8][C:5]3=[N:6][CH:7]=2)[N:23]=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 689777192-Methyl-4-triethylstannyl-thiazole

Product 1

HCID 10125663(2'R)-5'-(2-Methylthiazol-4-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 1 from (2′R)-5′-bromospiro[1-azabicyclo[2.2.2]octane-3,2′(3′H)-furo[2,3-b]pyridine] and 2-methyl-4-triethylstannyl-thiazole. The title compound was obtained as a colourless solid; m/e 314 (MH+).

Workup

  1. customPrepared by a method analogous to

Sources & evidence

ORD record
ord-8c5afea7d3ce46e8a3f555e69be03541
Source dataset
uspto-grants-2008_08
Patent number
US07417050B2

Reaction notes

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