Rac-3-{4-[5-(2-ethylamino-6-methyl-pyrimidin-4-yl)-[1,2,4]oxadiazol-3-yl]-2,6-dimethyl-phenoxy}-propane-1,2-diol → Rac-3-{2,6-dimethyl-4-[5-(6-methyl-2-propylamino-pyrimidin-4-yl)-[1,2,4]oxadiazol-3-yl]-phenoxy}-propane-1,2-diol

HRID 2069445Notes

Reaction equation

HRID 2069445 reaction equation
[CH2:1]([NH:3][C:4]1[N:9]=[C:8]([C:10]2[O:14][N:13]=[C:12]([C:15]3[CH:26]=[C:25]([CH3:27])[C:18]([O:19][CH2:20][CH:21]([OH:24])[CH2:22][OH:23])=[C:17]([CH3:28])[CH:16]=3)[N:11]=2)[CH:7]=[C:6]([CH3:29])[N:5]=1)[CH3:2].[CH3:30]C1N=C(NCCC)N=C(C(O)=O)C=1>>[CH3:27][C:25]1[CH:26]=[C:15]([C:12]2[N:11]=[C:10]([C:8]3[CH:7]=[C:6]([CH3:29])[N:5]=[C:4]([NH:3][CH2:1][CH2:2][CH3:30])[N:9]=3)[O:14][N:13]=2)[CH:16]=[C:17]([CH3:28])[C:18]=1[O:19][CH2:20][CH:21]([OH:24])[CH2:22][OH:23]

Participants

3

Reactant 2

HCID 25253174Rac-3-{4-[5-(2-ethylamino-6-methyl-pyrimidin-4-yl)-[1,2,4]oxadiazol-3-yl]-2,6-dimethyl-phenoxy}-propane-1,2-diolHCID 552689736-Methyl-2-(propylamino)pyrimidine-4-carboxylic acid

Product 1

HCID 42607136Rac-3-{2,6-dimethyl-4-[5-(6-methyl-2-propylamino-pyrimidin-4-yl)-[1,2,4]oxadiazol-3-yl]-phenoxy}-propane-1,2-diol

Procedure

rac-3-{2,6-Dimethyl-4-[5-(6-methyl-2-propylamino-pyrimidin-4-yl)-[1,2,4]oxadiazol-3-yl]-phenoxy}-propane-1,2-diol is prepared in analogy to rac-3-{4-[5-(2-ethylamino-6-methyl-pyrimidin-4-yl)-[1,2,4]oxadiazol-3-yl]-2,6-dimethyl-phenoxy}-propane-1,2-diol using 6-methyl-2-propylamino-pyrimidine-4-carboxylic acid; LC-MS: tR=0.85 min*; [M+H]+=414.15.

Sources & evidence

ORD record
ord-1cab0871be344b6185965348b1c32f13
Source dataset
uspto-grants-2012_10
Patent number
US08299086B2

Reaction notes

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