Serinol → HCID 59639524, compound

HRID 2249751Notes

Reaction equation

[CH:1]([N:5]1[C:10]2[N:11]=[C:12](S(C)(=O)=O)[N:13]=[C:14]([C:15]3[CH:20]=[CH:19][C:18]([F:21])=[CH:17][C:16]=3[CH3:22])[C:9]=2[CH:8]=[CH:7][C:6]1=[O:27])([CH2:3][CH3:4])[CH3:2].[NH2:28][CH:29]([CH2:32][OH:33])[CH2:30][OH:31]>>[CH:1]([N:5]1[C:10]2[N:11]=[C:12]([NH:28][CH:29]([CH2:32][OH:33])[CH2:30][OH:31])[N:13]=[C:14]([C:15]3[CH:20]=[CH:19][C:18]([F:21])=[CH:17][C:16]=3[CH3:22])[C:9]=2[CH:8]=[CH:7][C:6]1=[O:27])([CH2:3][CH3:4])[CH3:2]

Participants

Reactant 2

HCID 68294Serinol

HCID 59639617HCID 59639617, compound

Product 1

HCID 59639524HCID 59639524, compound

Procedure

The product of Example 55, and serinol were reacted by the procedure of Example 60 to afford the title compound 8-sec-butyl-4-(4-fluoro-2-methyl-phenyl)-2-(2-hydroxy-1-hydroxymethyl ethylamino)-8H-pyrido[2,3-d]pyrimidin-7-one. 1H-NMR: δ 0.80 (m, 3H), 1.37 (m, 3H), 2.21 (m, 3H), 2.73 (m, 2H), 3.96 (m, 4H), 4.20 (m, 1H), 5.52 (m, 1H), 6.29 (m, 1H), 6.59 (br s, 1H), 6.91-7.40 (m, 4H). LC MS (m/e)=401 (MH+).

Sources & evidence

ORD record: ord-c96b731df6b5466f843f1ea94cb5c05f
Source dataset: uspto-grants-2008_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07314881B2

Reaction notes

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