2,5-Dichloropyrimidine → HCID 44512032, compound

HRID 884365Notes

Reaction equation

HRID 884365 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]([Cl:31])=[CH:27][N:26]=1>>[Cl:31][C:28]1[CH:27]=[N:26][C:25]([N:13]2[CH2:14][CH2:15][C@H:11]([N:7]3[CH2:6][CH2:5][C@:4]([CH2:3][C:2]([OH:1])([CH3:23])[CH3:22])([C:16]4[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=4)[O:9][C:8]3=[O:10])[CH2:12]2)=[N:30][CH:29]=1

Participants

3

Reactant 2

HCID 5906412,5-DichloropyrimidineHCID 58278668HCID 58278668, compound

Product 1

HCID 44512032HCID 44512032, compound

Procedure

The title compound was prepared following a procedure analogous to that described in Example 1 using (S)-6-(2-hydroxy-2-methylpropyl)-6-phenyl-3-((S)-pyrrolidin-3-yl)-1,3-oxazinan-2-one and 2,5-dichloropyrimidine at 150° C. for 20 min. LC-MS Method 1 tR=1.51 min, m/z=431,433(M+1); 1H NMR (CD3OD) 8.24(s, 2H), 7.41-7.27(m, 5H), 4.78(m, 1H), 3.71-3.57(m, 2H), 2.73(m, 1H), 2.52(m, 2H), 2.17(s, 2H), 1.24(s, 3H), 0.93(s, 3H).

Sources & evidence

ORD record
ord-c0cfdd68deb74c0eb553ab72517a39a5
Source dataset
uspto-grants-2012_08
Patent number
US08242111B2

Reaction notes

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