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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 21037Generated: October 26, 2026

Cyclohexanol, 1-(aminomethyl)-, hydrochloride (1:1) → 4-Chloro-7-{1-(tert-butoxycarbonyl)-5-[(1-hydroxycyclohexyl)methylaminomethyl]indol-2-yl}isoindolinone

https://huagongshe.com/reaction/21037

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclohexanol, 1-(aminomethyl)-, hydrochloride (1:1)HCID 3084332—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant4-Chloro-7-[1-(tert-butoxycarbonyl)-5-formylindol-2-yl]isoindolinoneHCID 86628227—
SolventDichloromethaneHCID 6344—
Product4-Chloro-7-{1-(tert-butoxycarbonyl)-5-[(1-hydroxycyclohexyl)methylaminomethyl]indol-2-yl}isoindolinoneHCID 68487605—

Reaction Steps

In a similar manner to Step 1 of Example 56, 4-chloro-7-[1-(tert-butoxycarbonyl)-5-formylindol-2-yl]isoindolinone (20.0 mg, 0.0487 mmol) was dissolved in dichloromethane (0.5 mL). The solution was treated with 1-aminomethyl-1-cyclohexanol hydrochloride (13 mg, 0.10 mmol) and sodium triacetoxyborohydride (32 mg, 0.15 mmol) to obtain 4-chloro-7-{1-(tert-butoxycarbonyl)-5-[(1-hydroxycyclohexyl)methylaminomethyl]indol-2-yl}isoindolinone.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07745641B2
Source datasetuspto-grants-2010_06
ORD IDord-b9d0d1ac999c427698b0785bc00a1b0b
Source noteuspto-grants-2010_06