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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 907316Generated: November 1, 2026

Formaldehyde → (R)-N-Cyclopropyl-3-(2-(cyclopropylmethyl)-4-((3-(hydroxymethyl)-4-methylpiperazin-1-yl)methyl)-1-oxo-1,2-dihydroisoquinolin-6-yl)-5-fluoro-4-methylbenzamide

https://huagongshe.com/reaction/907316

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
ReactantWaterHCID 962—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant(R)-N-Cyclopropyl-3-(2-(cyclopropylmethyl)-4-((3-(hydroxymethyl)piperazin-1-yl)methyl)-1-oxo-1,2-dihydroisoquinolin-6-yl)-5-fluoro-4-methylbenzamideHCID 24994903—
SolventDichloromethaneHCID 6344—
Product(R)-N-Cyclopropyl-3-(2-(cyclopropylmethyl)-4-((3-(hydroxymethyl)-4-methylpiperazin-1-yl)methyl)-1-oxo-1,2-dihydroisoquinolin-6-yl)-5-fluoro-4-methylbenzamideHCID 5755177985.2%

Reaction Steps

The product of Example 85 (80 mg) was dissolved in dichloromethane (10 mL). Formaldehyde (0.057 mL) and sodium triacetoxyborohydride (98 mg) were then added and the mixture stirred for 4 hours. Water (10 mL) was then added and the mixture extracted with dichloromethane (30 mL). The organics were combined and evaporated under reduced pressure. The residue was purified by HPLC to give the title compound as a solid (70 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08012979B2
Source datasetuspto-grants-2011_09
ORD IDord-eba2a6c0beec4372a732b981ed47cdb6
Source noteuspto-grants-2011_09