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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1499815Generated: November 4, 2026

Tetrabutylammonium Fluoride → HCID 71509960, compound

https://huagongshe.com/reaction/1499815

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium FluorideHCID 2724141—
Reactant2-((Tert-butyldimethylsilyl)oxy)acetaldehydeHCID 4187788—
ReactantHCID 86677737HCID 86677737—
ProductHCID 71509960HCID 71509960—

Reaction Steps

This compound was prepared using procedures analogous to those for Example 1 step 8, with 1-[1-(3-azetidin-3-yl-5-chloro-2-ethoxy-4-fluorophenyl)ethyl]-3-(difluoromethyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine dihydrochloride (racemic) and {[tert-butyl(dimethyl)silyl]oxy}acetaldehyde as starting materials. After reductive amination, tetrabutylammonium fluoride was added to remove the tert-butyl(dimethyl)silyl group. The product was isolated as a racemic mixture. LCMS calculated for C21H25ClF3N6O2 (M+H)+: m/z=485.2; Found: 485.2. 1H NMR (300 MHz, DMSO-d6): δ 8.23 (s, 1H), 7.38 (m, 2H), 6.29 (m, 1H), 3.78-3.67 (m, 4H), 3.53 (m, 1H), 3.12 (m, 2H), 2.99-2.87 (m, 2H), 2.34 (m, 2H), 1.68 (d, 3H), 1.22 (m, 3H) ppm.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09199982B2
Source datasetuspto-grants-2015_12
ORD IDord-eb208f74fcac4e04933edc2b475ce506
Source noteuspto-grants-2015_12