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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1398640Generated: October 30, 2026

(R)-2-(5-methylisoxazol-3-yl)but-3-yn-2-ol → 3-(2-aminopyrimidin-4-yl)-5-[(3R)-3-hydroxy-3-(5-methyl-1,2-oxazol-3-yl)but-1-yn-1-yl]-1-methyl-2,3-dihydro-1H-1,3-benzodiazol-2-one

https://huagongshe.com/reaction/1398640

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(R)-2-(5-methylisoxazol-3-yl)but-3-yn-2-olHCID 58221468—
Reactant3-(2-aminopyrimidin-4-yl)-5-bromo-1-methyl-2,3-dihydro-1H-1,3-benzodiazol-2-oneHCID 68181608—
Product3-(2-aminopyrimidin-4-yl)-5-[(3R)-3-hydroxy-3-(5-methyl-1,2-oxazol-3-yl)but-1-yn-1-yl]-1-methyl-2,3-dihydro-1H-1,3-benzodiazol-2-oneHCID 60164851—

Reaction Steps

The title compound was prepared by the method described in Step 2 of Example 142-b by reacting 3-(2-aminopyrimidin-4-yl)-5-bromo-1-methyl-2,3-dihydro-1H-1,3-benzodiazol-2-one with (2R)-2-(5-methyl-1,2-oxazol-3-yl)but-3-yn-2-ol: 1H NMR (500 MHz, DMSO) delta 1.82 (3H, s), 2.40 (3H, s), 3.38 (3H, s), 6.38 (1H, s), 6.44 (1H, s), 6.97 (2H, s), 7.33-7.22 (2H, m), 7.42 (1H, d, J=5.6 Hz), 8.32 (1H, d, J=5.6 Hz), 8.38 (1H, s); LC-MS: m/z=+391 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08901313B2
Source datasetuspto-grants-2014_12
ORD IDord-b61157f220cc43f5934c2f95dee7ae94
Source noteuspto-grants-2014_12