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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 469615Generated: October 30, 2026

2-((1S,2S,5S)-6,6-Dimethylbicyclo[3.1.1]heptan-2-yl)acetic acid → N-[4-(4-chlorophenyl)-1-oxophthalazin-2(1H)-yl]-2-[(1S,2S,5S)-6,6-dimethylbicyclo[3.1.1]hept-2-yl]acetamide

https://huagongshe.com/reaction/469615

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-((1S,2S,5S)-6,6-Dimethylbicyclo[3.1.1]heptan-2-yl)acetic acidHCID 67161116—
Reactant2-amino-4-(4-chlorophenyl)phthalazin-1(2H)-oneHCID 67161367—
ProductN-[4-(4-chlorophenyl)-1-oxophthalazin-2(1H)-yl]-2-[(1S,2S,5S)-6,6-dimethylbicyclo[3.1.1]hept-2-yl]acetamideHCID 67160999—

Reaction Steps

The product of Example 86A and 2-[(1S,2S,5S)-6,6-dimethylbicyclo[3.1.1]hept-2-yl]acetic acid (Eigenmann, G. W.; Arnold, R. T. JACS 1959, 81, 3440-2) were processed using a method similar to that described in Example 17C to afford the title compound. 1H NMR (400 MHz, DMSO-d6) δ ppm 11.38-11.39 (bs, 1H), 8.39-8.42 (m, 1H), 7.90-8.03 (m, 2H), 7.70-7.75 (m, 1H), 7.61-7.67 (m, 4H), 2.20-2.43 (m, 3H), 1.73-2.06 (m, 6H), 1.36-1.69 (m, 1H), 1.20 (s, 3H), 1.07 (s, 3H), 0.91 (d, J=9.5 Hz, 1H); MS (ESI+) m/z 436 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08629143B2
Source datasetuspto-grants-2014_01
ORD IDord-6540e5dee2d246d5b08737238a41fd5d
Source noteuspto-grants-2014_01