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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 511013Generated: October 28, 2026

Ethanol → tert-Butyl (1-{5-chloro-3-[1-hydroxy-2-(isopropylamino)ethyl]-2-methoxy-4-methylphenyl}ethyl)carbamate

https://huagongshe.com/reaction/511013

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantIsopropylamineHCID 6363—
ReactantDiisopropylethylamineHCID 81531—
Reactanttert-Butyl[1-(5-chloro-2-methoxy-4-methyl-3-oxiran-2-ylphenyl)ethyl]carbamateHCID 123871195—
Producttert-Butyl (1-{5-chloro-3-[1-hydroxy-2-(isopropylamino)ethyl]-2-methoxy-4-methylphenyl}ethyl)carbamateHCID 866669305%

Reaction Conditions

Temperature80 °C

Reaction Steps

tert-Butyl[1-(5-chloro-2-methoxy-4-methyl-3-oxiran-2-ylphenyl)ethyl]carbamate (100 mg, 0.29 mmol, from Example 190, Step 1) was stirred in ethanol (2.0 mL, 34 mmol), 2-propanamine (120 μL, 1.5 mmol) and DIPEA (260 μL, 1.5 mmol) was added. The mixture was stirred at 80° C. over the weekend. Purification by preparative LC/MS (pH 10) gave the desired compound (5.7 mg, 5%). LCMS calculated for C20H34ClN2O4 (M+H)+: m/z=401.2. found: 401.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09096600B2
Source datasetuspto-grants-2015_08
ORD IDord-04d68ed5ee9d4313b8f2f782c7cf8833
Source noteuspto-grants-2015_08