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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1816810Generated: November 2, 2026

6-(1-(3-nitrophenyl)-vinyl)-3-styryl-1-[2-(trimethyl-silanyl)-ethoxymethyl]1H-indazole → 6-(1-(3-Aminophenyl)-vinyl)-3-styryl-1H-indazole

https://huagongshe.com/reaction/1816810

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-(1-(3-nitrophenyl)-vinyl)-3-styryl-1-[2-(trimethyl-silanyl)-ethoxymethyl]1H-indazoleHCID 69371433—
Reactant6-(1-(3-Aminophenyl)-vinyl)-3-styryl 1-[2-trimethylsilanyl-ethoxymethyl]-1H-indazoleHCID 69372100—
SolventEthyl acetate hexaneHCID 21226206—
Product6-(1-(3-Aminophenyl)-vinyl)-3-styryl-1H-indazoleHCID 69371139—

Reaction Steps

6-(1-(3-Nitrophenyl)-vinyl)-3-styryl-1-[2-(trimethyl-silanyl)-ethoxymethyl]-1H-indazole was converted to 6-(1-(3-aminophenyl)-vinyl)-3-styryl-1-[2-(trimethyl-silanyl)-ethoxymethyl]-1H-indazole as described in Example 11, step (iv) (140 mg, 95%): Rf sm 0.59, p 0.46 (ethyl acetate-hexane 4:6); FTIR (thin film) 3460, 3366, 3223, 3084, 3028, 2952, 2894, 2246, 1616, 1601, 1581, 1489, 1474, 1448, 1359.1303, 1249, 1217, 1076, 961, 909, 860, 836, 733, 692 cm−1; 1H NMR (300 MHz, CDCl3) δ 7.96 (d, 1H, J=8.5 Hz), 7.59 (m, 3H), 7.50 (s, 1H), 7.46 (s, 1H), 7.40 (m, 2H), 7.30 (m, 1H), 7.25 (m, 1H), 7.14 (m, 1H), 6.77 (m, 1H), 6.68 (m, 2H); 13C NMR (75 MHz, CDCl3) δ 151.6, 147.7, 144.6, 143.9, 142.8, 142.4, 138.6, 132.8, 130.6, 130.2, 129.3, 128.0, 124.4, 123.6, 121.9, 121.5, 120.2, 116.4, 116.1, 110.8, 79.0, 67.9, 19.2, 0.0; HRMS (FAB) [M+Na]/z Calc'd 490.2291, found 490.2302.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06884890B2
Source datasetuspto-grants-2005_04
ORD IDord-c4138aea62ba4223b359c00dd66c2bb5
Source noteuspto-grants-2005_04