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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1972893Generated: October 31, 2026

Acetic Acid → HCID 58529960, compound

https://huagongshe.com/reaction/1972893

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant(1-Ethoxycyclopropoxy)trimethylsilaneHCID 2734686—
ReactantSodium cyanoborohydrideHCID 5003444—
ReactantHCID 58529408HCID 58529408—
SolventMethanolHCID 887—
ProductHCID 58529960HCID 5852996050%

Reaction Steps

5-(2-Benzyl-2H-indazol-6-yl)-7-(1,2,3,4-tetrahydro-isoquinolin-7-ylmethyl)-pyrrolo[2,1-f][1,2,4]triazin-4-ylamine (0.100 g, 0.21 mmol) was dissolved in MeOH (1 mL) and (1-ethoxy-cyclopropoxy)-trimethyl-silane (0.22 g, 1.24 mmol) was added followed by acetic acid (0.118 mL, 2.05 mmol) and sodium cyanoborohydride (0.058 g, 0.92 mmol). The resulting mixture was refluxed overnight and then allowed to cool. The mixture was filtered, concentrated and the residue was purified by preparative HPLC to give 55 mg (50%) of the title compound. 1H-NMR (CD3OD-d4) 8.36-8.23 (m, 1 H), 7.81 (s, 1 H), 7.78 (dd, 1H), 7.38-7.29 (m, 4 H), 7.19 (dd, 1 H), 7.10-6.99 (m, 2 H), 6.44 (s, 1 H), 5.63 (s, 2 H), 4.23 (s, 2 H), 3.72 (s, 2 H), 2.96-2.81 (m, 4 H), 1.86-1.79 (m, 1 H), 0.57-0.75 (m, 4 H); LC-MS [M+H]+=426.3, RT=2.32 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08431695B2
Source datasetuspto-grants-2013_04
ORD IDord-e7b28cacfd1749548819282a7c8f28e0
Source noteuspto-grants-2013_04