Morpholine → HCID 24853444, compound

HRID 659359Notes

Reaction equation

[F:1][C:2]1[CH:27]=[CH:26][C:25]([F:28])=[CH:24][C:3]=1[CH2:4][N:5]1[CH2:10][CH2:9][NH:8][C:7]2[N:11]=[CH:12][C:13]([C:15]3[CH:16]=[CH:17][C:18]([C:21](O)=[O:22])=[N:19][CH:20]=3)=[CH:14][C:6]1=2.[NH:29]1[CH2:34][CH2:33][O:32][CH2:31][CH2:30]1>>[F:1][C:2]1[CH:27]=[CH:26][C:25]([F:28])=[CH:24][C:3]=1[CH2:4][N:5]1[CH2:10][CH2:9][NH:8][C:7]2[N:11]=[CH:12][C:13]([C:15]3[CH:16]=[CH:17][C:18]([C:21]([N:29]4[CH2:34][CH2:33][O:32][CH2:31][CH2:30]4)=[O:22])=[N:19][CH:20]=3)=[CH:14][C:6]1=2

Participants

Reactant 2

HCID 8083Morpholine

HCID 24853332HCID 24853332, compound

Product 1

HCID 24853444HCID 24853444, compoundYield 26%

Procedure

5-[1-(2,5-Difluorobenzyl)-1,2,3,4-tetrahydropyrido[2,3-b]pyrazin-7-yl]-pyridine-2-carboxylic acid (32 mg) was reacted with morpholine as in General Procedure 8 to give the title compound as a yellow solid (26% yield). M.p. 111-113° C., LCMS: m/z=451.92 (M+H+), 1H-NMR (CDCl3, 400 MHz) δ 3.47-3.53 (m, 2H), 3.67-3.76 (m, 8H), 3.77-3.85 (m, 2H), 4.50 (s, 2H), 5.09 (s, 1H), 6.71 (d J=1.5 Hz, 1H), 6.92-7.04 (m, 2H), 7.05-7.12 (m, 1H), 7.69-7.74 (m, 2H), 7.78-7.83 (m, 2H), 8.60 (d, J=2.3 Hz, 1H).

Sources & evidence

ORD record: ord-5ac20c0cfba8422c896731afb17187f8
Source dataset: uspto-grants-2011_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08080561B2

Reaction notes

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