N,N,N',N'-Tetramethylethylenediamine → 1,2,3,4-Tetrahydropyrido[2,3-b]pyrazine

HRID 2366346Notes

Reaction equation

HRID 2366346 reaction equation
Br[C:2]1[CH:3]=[C:4](S(N)(=O)=O)[CH:5]=[N:6][C:7]=1Cl.BrC1C=CC(S(Cl)(=O)=O)=NC=1Cl.C[N:26](C)[CH2:27][CH2:28][N:29](C)C>>[NH:26]1[C:2]2[CH:3]=[CH:4][CH:5]=[N:6][C:7]=2[NH:29][CH2:28][CH2:27]1

Participants

4

Reactant 3

HCID 8037N,N,N',N'-TetramethylethylenediamineHCID 47300225-Bromo-6-chloropyridine-3-sulfonamideHCID 86661595HCID 86661595, compound

Product 1

HCID 125313381,2,3,4-Tetrahydropyrido[2,3-b]pyrazine

Procedure

The 5-bromo-6-chloro-3-pyridinesulfonamide derivative (lix) (prepared from the commercially available 5-bromo-6-chloropyridine sulfonyl chloride as shown in Scheme 18) is condensed with diamine (lxxix), (lxxx) or N1,N1,N2,N2-tetramethylethane-1,2-diamine to form tetrahydropyridopyrazine derivative (I-e), (I-f) or (I-d), respectively, as shown.

Sources & evidence

ORD record
ord-5201fa113ba345599e72b16a2a8fb461
Source dataset
uspto-grants-2014_04
Patent number
US08697739B2

Reaction notes

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