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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 14656Generated: October 26, 2026

Hydrochloric Acid → 1-Aminomethyl-6,7-dimethoxy-isoquinoline-4-carboxylic acid (2-methoxy-ethyl)-amide

https://huagongshe.com/reaction/14656

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDiethyl EtherHCID 3283—
Reactant[6,7-Dimethoxy-4-(2-methoxy-ethylcarbamoyl)-isoquinolin-1-ylmethyl]-carbamic acid tert-butyl esterHCID 68613466—
Solvent1,4-DioxaneHCID 31275—
Product1-Aminomethyl-6,7-dimethoxy-isoquinoline-4-carboxylic acid (2-methoxy-ethyl)-amideHCID 46847164—

Reaction Steps

A solution of [6,7-dimethoxy-4-(2-methoxy-ethylcarbamoyl)-isoquinolin-1-ylmethyl]-carbamic acid tert-butyl ester (45 mg, 0.11 mmol) in dioxane (2 ml) was treated with 4M HCl in dioxane (2 ml) and the mixture was stirred overnight at room temperature. Diethyl ether was added and the HCl salt was collected by suction filtration (38 mg, quant.): 1H NMR (DMSO-d6) δ 3.28 (s, 3H), 3.47-3.53 (m, 4H), 3.89 (s, 3H), 3.99 (s, 3H), 4.72 (m, 2H), 7.46 (s, 1H), 7.70 (s, 1H), 8.42 (s, 1H), 8.65 (br s, 3H), 8.82 (m, 1H); MS (APCI) m/z 320.1 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07732446B1
Source datasetuspto-grants-2010_06
ORD IDord-efc9d7f09fad4dff9ac7432c2e101b23
Source noteuspto-grants-2010_06