Sodium Methoxide → HCID 59639643, compound

HRID 2357258Notes

Reaction equation

CO[C:3](=[O:28])/[CH:4]=[CH:5]/[C:6]1[C:7]([NH:22][CH:23]([CH2:26][CH3:27])[CH2:24][CH3:25])=[N:8][C:9](SC)=[N:10][C:11]=1[C:12]1[CH:17]=[CH:16][C:15]([F:18])=[CH:14][C:13]=1[CH3:19].[CH3:29][O-:30].[Na+]>>[CH2:26]([CH:23]([N:22]1[C:7]2[N:8]=[C:9]([O:30][CH3:29])[N:10]=[C:11]([C:12]3[CH:17]=[CH:16][C:15]([F:18])=[CH:14][C:13]=3[CH3:19])[C:6]=2[CH:5]=[CH:4][C:3]1=[O:28])[CH2:24][CH3:25])[CH3:27]

Participants

Reactant 2

HCID 10942334Sodium Methoxide

HCID 66894218HCID 66894218, compound

Product 1

HCID 59639643HCID 59639643, compound

Procedure

Prepared as described above in Example 98 starting from (E)-3-[4-(1-ethyl-propylamino)-6-(4-fluoro-2-methyl-phenyl)-2-methylsulfanyl-pyrimidin-5-yl]-acrylic acid methyl ester and sodium methoxide to afford the title compound 8-(1-ethyl-propyl)-4-(4-fluoro-2-methyl-phenyl)-2-methoxy-8H-pyrido[2,3-d]pyrimidin-7-one. 1H-NMR (CDCl3) δ 0.89 (m, 6H), 2.02 (m, 2H), 2.22 (s, 3H), 2.33 (m, 2H), 3.39 (m, 2H), 4.09 (s, 3H), 5.35 (m, 0.5H), 5.62 (m, 0.5H), 6.41 (br d, 1H, J=9.6 Hz), 7.03 (m, 2H), 7.28 (m, 2H). LC MS (m/e)=356 (MH+). Rt=2.50 min.

Workup

customPrepared

Sources & evidence

ORD record: ord-3c54df00098f4827bc2d29d428c3a317
Source dataset: uspto-grants-2010_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07759486B2

Reaction notes

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