2-(Piperidin-4-yl)-1,2-dihydroisoquinolin-3(4H)-one → (S)-9-Neopentyl-7-(2-oxo-2-(4-(3-oxo-3,4-dihydroisoquinolin-2(1H)-yl)piperidin-1-yl)ethyl)-6,7,9,10-tetrahydroazepino[3,4-e]indazol-8(3H)-one
Reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]([N:7]2[C:16](=[O:17])[CH2:15][C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[CH2:8]2)[CH2:3][CH2:2]1.Cl[C:19]1[C:27]2[NH:26][N:25]=[CH:24][C:23]=2[C:22]2[CH2:28][N:29]([CH2:54][C:55]([CH3:58])([CH3:57])[CH3:56])[C:30](=[O:53])[C@@H:31]([CH2:33][C:34](=[O:52])N3CCC(N4CC5C(=CC=CC=5)NC4=O)CC3)[CH2:32][C:21]=2[CH:20]=1>>[CH2:54]([N:29]1[C:30](=[O:53])[C@H:31]([CH2:33][C:34](=[O:52])[N:1]2[CH2:6][CH2:5][CH:4]([N:7]3[C:16](=[O:17])[CH2:15][C:14]4[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=4)[CH2:8]3)[CH2:3][CH2:2]2)[CH2:32][C:21]2[CH:20]=[CH:19][C:27]3[NH:26][N:25]=[CH:24][C:23]=3[C:22]=2[CH2:28]1)[C:55]([CH3:58])([CH3:57])[CH3:56]Participants
3
Reactant 2
Product 1
Procedure
2-(Piperidin-4-yl)-1,2-dihydroisoquinolin-3(4H)-one (105 mg, 0.46 mmol) and [9-(2,2-dimethyl-propyl)-8-oxo-3,6,7,8,9,10-hexahydro-2,3,9-triaza-(S)-cyclohepta[e]inden-7-yl]acetic acid (110 mg, 0.33 mmol) were combined in a manner analogous to the preparation of 4-Chloro-9-(2,2-dimethyl-propyl)-7-(R)-{2-oxo-2-[4-(2-oxo-1,4-dihydro-2H-quinazolin-3-yl)-piperidin-1-yl]-ethyl}-6,7,9,10-tetrahydro-3H-2,3,9-triaza-cyclohepta[e]inden-8-one. Title compound was obtained as a white solid in 40% yield. High resolution MS m/e (M+H)+=541.3111.
Sources & evidence
- ORD record
- ord-878cc3140c0c40049bee4ee4cb7fdf0e
- Source dataset
- uspto-grants-2008_06
- Patent number
- US07384930B2
Reaction notes
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