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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 227697Generated: October 28, 2026

Diketene → n-[1-Acetyl-3-(acetylamino)-1h-indazol-5-yl]-3-oxobutanamide

https://huagongshe.com/reaction/227697

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiketeneHCID 12661—
ReactantN-(1-acetyl-5-amino-1H-indazol-3-yl)acetamideHCID 57755866—
SolventAcetonitrileHCID 6342—
Productn-[1-Acetyl-3-(acetylamino)-1h-indazol-5-yl]-3-oxobutanamideHCID 5775590073%

Reaction Conditions

Temperature50 °C

Reaction Steps

The product from Step (c) above (2.6 g, 11.4 mmol) was dissolved in acetonitrile (20 mL) and diketene (0.86 mL, 11.2 mmol) was added in portions over min, then the solution was sealed and heated to 50° C. overnight. The reaction mixture was then cooled, filtered and the filtrate was concentrated to give the title compound as a dark tan solid (2.6 g, 73%). NMR 1H NMR (400 MHz, DMSO-D6) δ 10.86 (s, 1H), 10.32 (s, 1H), 8.25-8.20 (m, 2H), 7.75 (dd, J=8.9, 2.0, 1H), 3.59 (s, 2H), 2.63 (s, 3H), 2.22 (s, 3H), 3.18 (s, 3H) MS m/z 317.0 [M+H]+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560467B2
Source datasetuspto-grants-2009_07
ORD IDord-b2a492bcb7a64109900683c493ab1e72
Source noteuspto-grants-2009_07