(-)-Epichlorohydrin → HCID 87477527, compound

HRID 2069452Notes

Reaction equation

HRID 2069452 reaction equation
[CH2:1]([C:3]1[CH:8]=[C:7]([C:9]2[O:13][N:12]=[C:11]([C:14]3[CH:19]=[C:18]([CH3:20])[N:17]=[C:16]([NH:21][CH:22]([CH3:24])[CH3:23])[N:15]=3)[N:10]=2)[CH:6]=[C:5]([CH3:25])[C:4]=1O)[CH3:2].[CH2:27]1[O:29][C@H:28]1CCl.C(C1C=C([C:40]2[O:41]C(C3C=C(C)N=C(NC(C)C)N=3)=NN=2)C=C(C)C=1O)C>>[CH2:1]([C:3]1[C:8]([O:41][CH3:40])=[C:7]([C:9]2[O:13][N:12]=[C:11]([C:14]3[CH:19]=[C:18]([CH3:20])[N:17]=[C:16]([NH:21][CH:22]([CH3:23])[CH3:24])[N:15]=3)[N:10]=2)[CH:6]=[C:5]([CH3:25])[C:4]=1[C@H:28]1[CH2:27][O:29]1)[CH3:2]

Participants

4

Reactant 3

HCID 2734062(-)-EpichlorohydrinHCID 136339866HCID 136339866, compoundHCID 136339911HCID 136339911, compound

Product 1

HCID 87477527HCID 87477527, compound

Procedure

2-Ethyl-4-[3-(2-isopropylamino-6-methyl-pyrimidin-4-yl)-[1,2,4]oxadiazol-5-yl]-6-methyl-phenol is reacted with R-epichlorohydrine in analogy to Intermediate 1 to give (S)-{4-[5-(3-ethyl-5-methyl-4-oxiranyl methoxy-phenyl)-[1,2,4]oxadiazol-3-yl]-6-methyl-pyrimidin-2-yl}-iso-propyl-amine as a yellow oil; LC-MS: tR=1.10 min; [M+H]+=410.55.

Sources & evidence

ORD record
ord-844afac5aeaf489f8b755032215aa58a
Source dataset
uspto-grants-2012_10
Patent number
US08299086B2

Reaction notes

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