Benzoyl chloride → (3,4-Dihydropyrido[2,3-b]pyrazin-1(2H)-yl)phenylmethanone

HRID 659338Notes

Reaction equation

HRID 659338 reaction equation
[NH:1]1[CH2:6][CH2:5][NH:4][C:3]2[N:7]=[CH:8][CH:9]=[CH:10][C:2]1=2.[C:11](Cl)(=[O:18])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>>[N:1]1([C:11]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[O:18])[CH2:6][CH2:5][NH:4][C:3]2[N:7]=[CH:8][CH:9]=[CH:10][C:2]1=2

Participants

3

Reactant 2

HCID 7412Benzoyl chlorideHCID 125313381,2,3,4-Tetrahydropyrido[2,3-b]pyrazine

Product 1

HCID 57885976(3,4-Dihydropyrido[2,3-b]pyrazin-1(2H)-yl)phenylmethanoneYield 10%

Procedure

1,2,3,4-tetrahydropyrido[2,3-b]pyrazine was reacted with benzoyl chloride as in General Procedure 2 to give the title compound as a beige solid (<10% yield). M.p. 166-168° C., LCMS: m/z=240.12 (M+H+), 1H-NMR (DMSO-d6, 400 MHz) δ 3.45-3.49 (m, 2H), 3.84-3.87 (m, 2H), 6.40 (s, 1H), 6.77 (dd, J=4.8 Hz, 4.5 Hz, 1H), 6.92 (dd, J=1.5 Hz, 7.8 Hz, 1H), 7.10 (dd, J=1.5 Hz, 4.6 Hz, 1H), 7.25-7.34 (m, 5H).

Sources & evidence

ORD record
ord-6d311a26a5444f98878773d25b03b589
Source dataset
uspto-grants-2011_12
Patent number
US08080561B2

Reaction notes

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