3,5-Dichloropyridine → 3-(5-Chloro-3-pyridyl)-3,7-diazabicyclo[3.3.0]octane

HRID 2414718Notes

Reaction equation

HRID 2414718 reaction equation
Cl[C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Cl:8])[CH:7]=1.[CH:9]12[CH2:16][NH:15][CH2:14][CH:13]1[CH2:12][NH:11][CH2:10]2>>[Cl:8][C:6]1[CH:7]=[C:2]([N:11]2[CH2:12][CH:13]3[CH:9]([CH2:16][NH:15][CH2:14]3)[CH2:10]2)[CH:3]=[N:4][CH:5]=1

Participants

3

Reactant 2

HCID 171533,5-DichloropyridineHCID 21867666Octahydropyrrolo(3,4-c)pyrrole

Product 1

HCID 98778823-(5-Chloro-3-pyridyl)-3,7-diazabicyclo[3.3.0]octane

Procedure

3,5-Dichloropyridine (1 eq.), 3.7-Diazabicyclo[3.3.0]octane (1 eq.) and palladacycle (0.2%) [Herrmann W A, Brossmer C, Öfele K, Reisinger, C-P, Priermeier, T, Beller M, and Fischer, H; Angew. Chem. Int. Ed. Enql. 1995 34 1844] is stirred at 160° C. for 24 hours. Workup-procedure A/B.

Sources & evidence

ORD record
ord-fe41733071f4403c96ecd8ee5059648f
Source dataset
uspto-grants-2004_11
Patent number
US06815438B2

Reaction notes

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