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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1398650Generated: October 25, 2026

(R)-2-(5-methylisoxazol-3-yl)but-3-yn-2-ol → (2R)-4-[1-(2-aminopyrimidin-4-yl)-2-(oxetan-3-yloxy)-1H-1,3-benzodiazol-6-yl]-2-(5-methyl-1,2-oxazol-3-yl)but-3-yn-2-ol

https://huagongshe.com/reaction/1398650

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(R)-2-(5-methylisoxazol-3-yl)but-3-yn-2-olHCID 58221468—
Reactant4-[6-Bromo-2-(oxetan-3-yloxy)-1,3-benzodiazol-1-yl]pyrimidin-2-amineHCID 68181588—
Product(2R)-4-[1-(2-aminopyrimidin-4-yl)-2-(oxetan-3-yloxy)-1H-1,3-benzodiazol-6-yl]-2-(5-methyl-1,2-oxazol-3-yl)but-3-yn-2-olHCID 68181762—

Reaction Steps

The title compound was prepared by the method described in Example 142-b, by reacting 4-[6-bromo-2-(oxetan-3-yloxy)-1H-1,3-benzodiazol-1-yl]pyrimidin-2-amine with (2R)-2-(5-methyl-1,2-oxazol-3-yl)but-3-yn-2-ol: 1H NMR (500 MHz, DMSO) delta 1.81 (3H, s), 2.40 (3H, s), 4.80-4.71 (2H, m), 4.96 (2H, t, J=7.1 Hz), 5.87-5.78 (1H, m), 6.37 (1H, s), 6.46 (1 H, s), 7.22-7.04 (3H, m), 7.28 (1H, dd, J=8.2, 1.5 Hz), 7.45 (1H, d, J=8.2 Hz), 8.18 (1H, s), 8.42 (1 H, d, J=5.5 Hz); LC-MS: m/z=+433.15 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08901313B2
Source datasetuspto-grants-2014_12
ORD IDord-d9a7debeb9d24c3eae204107b419de71
Source noteuspto-grants-2014_12