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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1794596Generated: October 27, 2026

Trifluoroacetic acid → N-(3-Aminopropyl)-N-[1-[4,5-dihydro-3-methyl-4-oxo-5-(phenylmethyl)isoxazolo[5,4-d]pyrimidin-6-yl]propyl]-4-methylbenzamide

https://huagongshe.com/reaction/1794596

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantTriethylsilaneHCID 12052—
Reactanttert-butyl N-[3-[1-(5-benzyl-3-methyl-4-oxo-[1,2]oxazolo[5,4-d]pyrimidin-6-yl)propyl-(4-methylbenzoyl)amino]propyl]carbamateHCID 68827326—
SolventDichloromethaneHCID 6344—
ProductN-(3-Aminopropyl)-N-[1-[4,5-dihydro-3-methyl-4-oxo-5-(phenylmethyl)isoxazolo[5,4-d]pyrimidin-6-yl]propyl]-4-methylbenzamideHCID 9826132—

Reaction Steps

A solution of the compound from Example 1 Step 6 (60 mg, 0.10 mmol) in CH2Cl2 (2.5 mL) at room temperature was treated with Et3SiH (150 mL) followed by TFA (1.0 mL). The reaction mixture was stirred for 0.5 h then concentrated under vacuum to the desired product as a colorless film (32 mg, 65%); 1H NMR (DMSO-d6) δ 7.62 (s, 1H), 7.25 (m, 7H), 7.22 (s, 1H), 5.77 (d, J=16.5 Hz, 1H), 5.39 (s, 1H), 4.90 (d, J=15.9 Hz, 1H), 3.40 (t, J=7.0 Hz, 2H), 2.92 (s, 3H), 2.54 (s, 3H), 2.09 (m, 1H), 1.92 (m, 1H), 1.91 (m, 1H), 1.89 (t, J=7.0 Hz, 3H), 0.68 (m, 1H); LC/MS (ESI): 474 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07022850B2
Source datasetuspto-grants-2006_04
ORD IDord-b2ba1b8ec7984d8887fa255ca60afcf5
Source noteuspto-grants-2006_04