HCID 18719787, compound → (2S)-3H-4-Azaspiro[bicyclo[2.2.2]octane-2,2-furo[2,3-B]pyridin]-5-amine

HRID 49608Notes

Reaction equation

HRID 49608 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]2[CH2:12][C@@:11]3([CH:17]4[CH2:18][CH2:19][N:14]([CH2:15][CH2:16]4)[CH2:13]3)[O:10][C:7]2=[N:8][CH:9]=1)([O-])=O>CO>[NH2:1][C:4]1[CH:5]=[C:6]2[CH2:12][C@@:11]3([CH:17]4[CH2:16][CH2:15][N:14]([CH2:19][CH2:18]4)[CH2:13]3)[O:10][C:7]2=[N:8][CH:9]=1

Participants

3

Reactant 1

HCID 18719787HCID 18719787, compound

Product 1

HCID 18719785(2S)-3H-4-Azaspiro[bicyclo[2.2.2]octane-2,2-furo[2,3-B]pyridin]-5-amineYield 92%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The enantiomer (S)-(+)-5′nitrospiro[1-azabicyclo[2.2.2]octane-3,2′(3′H)-furo[2,3-b]pyridine] (6.85 g, 26.2 mmol) treated in the same way as described in example 8A in ammoniated methanol provided the title compound (5.55 g, 24 mmol, 92%): electrospray MS (m/z, relative intensity) 232 ([MH]+, 100).

Sources & evidence

ORD record
ord-a8f0585e6f614b12bf6128afa4dbc21e
Source dataset
uspto-grants-2004_03
Patent number
US06706878B2

Reaction notes

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