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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 532110Generated: November 2, 2026

Diisopropylethylamine → HCID 68088438, compound

https://huagongshe.com/reaction/532110

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantBenzyloxyacetyl chlorideHCID 177085—
ReactantAPST-ZAHCID 66718706—
SolventDichloromethaneHCID 6344—
ProductHCID 68088438HCID 6808843888.2%

Reaction Conditions

Temperature22.5 °C

Reaction Steps

To a solution of (1S)-4-amino-2-[1-(3-ethoxy-4-methoxy-phenyl)-2-methanesulfonyl-ethyl]-isoindole-1,3-dione (1.0 g, 2.4 mmol) in methylene chloride (20 mL), was added diisopropyl ethylamine (0.45 mL, 2.6 mmol), followed by benzyloxy-acetyl chloride (0.37 mL, 2.4 mmol) at 0° C. After 1 hour, the mixture was allowed to warm to 20-25° C. After 15 minutes, the mixture was cooled back to 0° C. To the cooled mixture, was added diisopropyl ethylamine (0.18 mL), and benzyloxy-acetyl chloride (0.14 mL). After 2 hours, the mixture was concentrated, and the resulting residue was purified by Silica Gel column chromatograph to give (1S) 2-benzyloxy-N-{2-[1-(3-ethoxy-4-methoxy-phenyl)-2-methanesulfonyl-ethyl]-1,3-dioxo-2,3-dihydro-1H-isoindol-4-yl}-acetamide (1.2 g, 88% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853175B2
Source datasetuspto-grants-2014_10
ORD IDord-75c1c0280ba84b18b790cbd621db1ceb
Source noteuspto-grants-2014_10