2,4,5-Trifluorobenzyl Bromide → 7-Iodo-1-(2,4,5-trifluorobenzyl)-3,4-dihydro-1H-pyrido[2,3-b]pyrazin-2-one

HRID 2074584Notes

Reaction equation

HRID 2074584 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.[F:13][C:14]1[CH:21]=[C:20]([F:22])[C:19]([F:23])=[CH:18][C:15]=1[CH2:16]Br>>[I:1][C:2]1[CH:12]=[N:11][C:5]2[NH:6][CH2:7][C:8](=[O:10])[N:9]([CH2:16][C:15]3[CH:18]=[C:19]([F:23])[C:20]([F:22])=[CH:21][C:14]=3[F:13])[C:4]=2[CH:3]=1

Participants

3

Reactant 2

HCID 27770572,4,5-Trifluorobenzyl BromideHCID 448291147-iodo-3,4-dihydropyrido[2,3-b]pyrazin-2(1H)-one

Product 1

HCID 578859387-Iodo-1-(2,4,5-trifluorobenzyl)-3,4-dihydro-1H-pyrido[2,3-b]pyrazin-2-oneYield 55%

Procedure

7-Iodo-3,4-dihydro-1H-pyrido[2,3-b]pyrazin-2-one (1.0 g) was reacted with 2,4,5 trifluorobenzyl bromide as in General Procedure 1 to give the title compound as a pale yellow solid (55% yield). M.p. 227-228° C., LCMS: m/z=420.00 (M+H+), 1H-NMR (CDCl3, 400 MHz) δ 4.26 (s, 2H), 4.89 (bs, 1H), 5.06 (s, 2H), 6.91-7.00 (m, 2H), 7.16 (s, 1H), 7.91 (s, 1H).

Sources & evidence

ORD record
ord-4438b4a8f43043178ab4968c430971f4
Source dataset
uspto-grants-2011_04
Patent number
US07919502B2

Reaction notes

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