3-(Bromomethyl)-2-chloropyridine → HCID 57885916, compound

HRID 659478Notes

Reaction equation

HRID 659478 reaction equation
[I:1][C:2]1[CH:12]=[N:11][C:5]2[NH:6][CH2:7][C:8](=[O:10])[NH:9][C:4]=2[CH:3]=1.Br[CH2:14][C:15]1[C:16]([Cl:21])=[N:17][CH:18]=[CH:19][CH:20]=1>>[Cl:21][C:16]1[C:15]([CH2:14][N:9]2[C:8](=[O:10])[CH2:7][NH:6][C:5]3[N:11]=[CH:12][C:2]([I:1])=[CH:3][C:4]2=3)=[CH:20][CH:19]=[CH:18][N:17]=1

Participants

3

Reactant 2

HCID 189310283-(Bromomethyl)-2-chloropyridineHCID 448291147-iodo-3,4-dihydropyrido[2,3-b]pyrazin-2(1H)-one

Product 1

HCID 57885916HCID 57885916, compoundYield 58%

Procedure

7-Iodo-3,4-dihydro-1H-pyrido[2,3-b]pyrazin-2-one (1.189 g) was reacted with 3-(bromomethyl)-2-chloropyridine as in General Procedure 1 to give the title compound as an orange solid (58% yield). m.p.=249° C., LCMS: m/z=401.18 (M+H+), 1H-NMR (CDCl3, 400 MHz) δ 4.29 (2H, s), 5.16 (2H, s), 7.04 (1H, s), 7.26 (1H, m), 7.36 (1H, d, J=7.6 Hz), 7.91 (1H, s), 8.34 (1H, d, J=4.3 Hz).

Sources & evidence

ORD record
ord-b97784ebfc4e45e0a5dffa3535afc87d
Source dataset
uspto-grants-2011_12
Patent number
US08080561B2

Reaction notes

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