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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2069431Generated: November 2, 2026

N-((S)-3-{2-ethyl-4-[5-(2-ethylamino-6-methyl-pyrimidin-4-yl)-[1,2,4]oxadiazol-3-yl]-6-methyl-phenoxy}-2-hydroxy-propyl)-2-hydroxy-acetamide → Rac-n-(3-{4-[5-(2-ethylamino-6-methyl-pyrimidin-4-yl)-[1,2,4]oxadiazol-3-yl]-2,6-dimethyl-phenoxy}-2-hydroxy-propyl)-2-hydroxy-acetamide

https://huagongshe.com/reaction/2069431

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-((S)-3-{2-ethyl-4-[5-(2-ethylamino-6-methyl-pyrimidin-4-yl)-[1,2,4]oxadiazol-3-yl]-6-methyl-phenoxy}-2-hydroxy-propyl)-2-hydroxy-acetamideHCID 42606908—
Reactant2-(Ethylamino)-6-methylpyrimidine-4-carboxylic acidHCID 55295704—
ReactantHCID 178426660HCID 178426660—
ProductRac-n-(3-{4-[5-(2-ethylamino-6-methyl-pyrimidin-4-yl)-[1,2,4]oxadiazol-3-yl]-2,6-dimethyl-phenoxy}-2-hydroxy-propyl)-2-hydroxy-acetamideHCID 42606907—

Reaction Steps

rac-N-(3-{4-[5-(2-Ethylamino-6-methyl-pyrimidin-4-yl)-[1,2,4]oxadiazol-3-yl]-2,6-dimethyl-phenoxy}-2-hydroxy-propyl)-2-hydroxy-acetamide is prepared in analogy to N—((S)-3-{2-ethyl-4-[5-(2-ethylamino-6-methyl-pyrimidin-4-yl)-[1,2,4]oxadiazol-3-yl]-6-methyl-phenoxy}-2-hydroxy-propyl)-2-hydroxy-acetamide using 2-ethylamino-6-methyl-pyrimidine-4-carboxylic acid and 2-hydroxy-N-{2-hydroxy-3-[4-(N-hydroxycarbamimidoyl)-2,6-dimethyl-phenoxy]-propyl}-acetamide; LC-MS: tR=0.86 min; [M+H]+=457.27. 1H NMR (D6-DMSO): δ 1.16 (t, J=7.0 Hz, 3H), 2.34 (s, 6H), 2.41 (s, 3H), 3.25 (m, 1H), 3.35-3.50 (m, 3H), 3.70-3.80 (m, 2H), 3.84 (d, J=5.3 Hz, 2H), 3.96 (m, 1H), 5.29 (d, J=5.0 Hz, 1H), 5.55 (t, J=5.8 Hz, 1H), 7.28 (s, 1H), 7.63 (s br, 1H), 7.69 (t, J=5.3 Hz, 1H), 7.76 (s, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08299086B2
Source datasetuspto-grants-2012_10
ORD IDord-4ae9b64e7b68425daf61c303067e6f87
Source noteuspto-grants-2012_10