Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2192529Generated: November 2, 2026

Sodium hydride → HCID 44476579, compound

https://huagongshe.com/reaction/2192529

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantHCID 58149895HCID 58149895—
ReactantHCID 178513273HCID 178513273—
SolventDimethylformamideHCID 6228—
ProductHCID 44476579HCID 4447657913.7%

Reaction Steps

N-hydroxy-5-isoquinolinecarboximidamide (D1, 30 mg, 0.160 mmol) was stirred in DMF (0.7 ml) with methyl 2-chloro-4-[(1-methylethyl)oxy]benzoate (D32; 40.3 mg, 0.176 mmol) and sodium hydride (60%; 4.61 mg, 0.115 mmol) in a Biotage Initiator microwave at 100° C. for 30 mins. The cooled mixture was concentrated under vacuum and the residue was purified by Mass Directed Preparative HPLC (Supelcosil ABZ+Plus column, eluting with solvents A/B (A: Water+0.1% Formic acid, B: MeCN:Water 95:5+0.05% Formic acid)) to give the title compound as a pale yellow solid (8 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08329730B2
Source datasetuspto-grants-2012_12
ORD IDord-d3e76256d3b9459485571b58247b4727
Source noteuspto-grants-2012_12