2-Chloro-5-methoxypyrimidine → HCID 58278655, compound

HRID 884373Notes

Reaction equation

[OH:1][C:2]([CH3:23])([CH3:22])[CH2:3][C@@:4]1([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[O:9][C:8](=[O:10])[N:7]([C@H:11]2[CH2:15][CH2:14][NH:13][CH2:12]2)[CH2:6][CH2:5]1.Cl[C:25]1[N:30]=[CH:29][C:28]([O:31][CH3:32])=[CH:27][N:26]=1>>[OH:1][C:2]([CH3:23])([CH3:22])[CH2:3][C@@:4]1([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[O:9][C:8](=[O:10])[N:7]([C@H:11]2[CH2:15][CH2:14][N:13]([C:25]3[N:30]=[CH:29][C:28]([O:31][CH3:32])=[CH:27][N:26]=3)[CH2:12]2)[CH2:6][CH2:5]1

Participants

Reactant 2

HCID 5890582-Chloro-5-methoxypyrimidine

HCID 58278668HCID 58278668, compound

Product 1

HCID 58278655HCID 58278655, compound

Procedure

The title compound was prepared from (S)-6-(2-hydroxy-2-methylpropyl)-6-phenyl-3-((S)-pyrrolidin-3-yl)-1,3-oxazinan-2-one and 2-chloro-5-methoxypyrimidine following a procedure analogous to that described in Example 1 heating at 150° C. for 20 min. LC-MS Method 1 tR=1.27 min. min, m/z=427(M+1); 1H NMR (CD3OD) 8.17(d, 2H), 7.37(m, 5H), 4.79(m, 1H), 3.82(s, 3H), 3.67(m, 2H), 3.49(m, 1H), 3.78(m, 1H), 2.52(m, 2H), 2.24(m, 2H), 2.18(s, 2H), 1.24(s, 3H), 0.94(s, 3H).

Sources & evidence

ORD record: ord-48b3b42d7f93497db9fbae748f704b22
Source dataset: uspto-grants-2012_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08242111B2

Reaction notes

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