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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1027868Generated: November 4, 2026

HCID 19691260, compound → HCID 25071321, compound

https://huagongshe.com/reaction/1027868

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 19691260HCID 19691260—
ReactantHCID 69226365HCID 69226365—
CatalystPalladium hydroxideHCID 9942167—
SolventFormic AcidHCID 284—
SolventMethanolHCID 887—
ProductHCID 25071321HCID 25071321—

Reaction Steps

The title compound was prepared using the procedure described in Example 1F, substituting the product from Example 3A for the product from Example 1C, and substituting the product from Example 15B for the product from Example 1E. The resulting intermediate was refluxed for 16 hours in 4.4% formic acid in methanol with the presence of Pd(OH)2 (5% mol). The mixture was concentrated under reduced pressure and the residue was chromatographed on silica gel eluting with 3% (9:1 MeOH: NH4OH) in dichloromethane to provide the title compound. 1H NMR (CDCl3) δ 1.71-1.84 (m, 1H), 2.04-2.10 (m, 1H), 2.15-2.20 (m, 3H), 2.31-2.40 (m, 1H), 2.38 (s, 3H), 2.51-2.56 (m, 1H), 2.64 (t, J=6.44 Hz, 2H), 2.83 (m, 2H), 3.14-3.21 (m, 1H), 3.60-3.77 (m, 4H), 4.85 (s, 2H), 7.18-7.21 (m, 1H), 7.31-7.34 (m, 2H), 7.73-7.77 (m, 1H). MS (M+H)+ m/z 336.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08735411B2
Source datasetuspto-grants-2014_05
ORD IDord-874caa858ddf4a2db3e9ecb2ceb94a95
Source noteuspto-grants-2014_05