2-((1S,2S,5S)-6,6-Dimethylbicyclo[3.1.1]heptan-2-yl)acetic acid → 2-[(1S,2S,5S)-6,6-dimethylbicyclo[3.1.1]hept-2-yl]-N-[4-(4-methylphenyl)-1-oxophthalazin-2(1H)-yl]acetamide
Reaction equation
[NH2:1][N:2]1[N:11]=[C:10]([C:12]2[CH:17]=[CH:16][C:15]([CH3:18])=[CH:14][CH:13]=2)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]1=[O:19].[CH3:20][C:21]1([CH3:32])[C@H:26]2[CH2:27][C@@H:22]1[CH2:23][CH2:24][C@H:25]2[CH2:28][C:29](O)=[O:30]>>[CH3:20][C:21]1([CH3:32])[C@H:26]2[CH2:27][C@@H:22]1[CH2:23][CH2:24][C@H:25]2[CH2:28][C:29]([NH:1][N:2]1[N:11]=[C:10]([C:12]2[CH:13]=[CH:14][C:15]([CH3:18])=[CH:16][CH:17]=2)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]1=[O:19])=[O:30]Participants
3
Procedure
The product of Example 135A and 2-[(1S,2S,5S)-6,6-dimethylbicyclo[3.1.1]hept-2-yl]acetic acid were treated using a method similar to that described in Example 17C to give the title compound. 1H NMR (300 MHz, DMSO-d6) δ ppm 11.34 (s, 1H), 8.37-8.41 (m, 1H), 7.86-8.04 (m, 2H), 7.72-7.77 (m, 1H), 7.46-7.50 (m, 2H), 7.36-7.40 (m, 2H), 2.51-2.60 (m, 2H), 2.42 (s, 3H), 2.29-2.45 (m, 2H), 1.79-2.06 (m, 5H), 1.47-1.63 (m, 1H), 1.20 (s, 3H), 1.07 (d, J=0.6 Hz, 3H), 0.91 (d, J=9.5 Hz, 1H); MS (APCI+) M/Z 416 (M+H)+.
Sources & evidence
- ORD record
- ord-56ace37482994d8485b37aa3caff4d31
- Source dataset
- uspto-grants-2014_01
- Patent number
- US08629143B2
Reaction notes
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