Cyclopentanesulfonyl chloride → 1-(Cyclopentylsulfonyl)piperidin-4-yl 7-[2-amino-6-(4-methylpiperazin-1-yl)pyrimidin-4-yl]-3,4-dihydroisoquinoline-2(1h)-carboxylate
Reaction equation
[CH:1]1([S:6](Cl)(=[O:8])=[O:7])[CH2:5][CH2:4][CH2:3][CH2:2]1.Cl.[NH2:11][C:12]1[N:17]=[C:16]([C:18]2[CH:27]=[C:26]3[C:21]([CH2:22][CH2:23][N:24]([C:28]([O:30][CH:31]4[CH2:36][CH2:35][NH:34][CH2:33][CH2:32]4)=[O:29])[CH2:25]3)=[CH:20][CH:19]=2)[CH:15]=[C:14]([N:37]2[CH2:42][CH2:41][N:40]([CH3:43])[CH2:39][CH2:38]2)[N:13]=1>>[NH2:11][C:12]1[N:17]=[C:16]([C:18]2[CH:27]=[C:26]3[C:21]([CH2:22][CH2:23][N:24]([C:28]([O:30][CH:31]4[CH2:36][CH2:35][N:34]([S:6]([CH:1]5[CH2:5][CH2:4][CH2:3][CH2:2]5)(=[O:8])=[O:7])[CH2:33][CH2:32]4)=[O:29])[CH2:25]3)=[CH:20][CH:19]=2)[CH:15]=[C:14]([N:37]2[CH2:42][CH2:41][N:40]([CH3:43])[CH2:39][CH2:38]2)[N:13]=1Participants
3
Reactant 2
Product 1
Procedure
This compound was prepared by using procedures analogous to those described for the synthesis of Example 67, Step 4 starting from cyclopentanesulfonyl chloride (Aldrich, Cat. #656607) and piperidin-4-yl 7-[2-amino-6-(4-methylpiperazin-1-yl)pyrimidin-4-yl]-3,4-dihydroisoquinoline-2(1H)-carboxylate HCl salt. Analytic LCMS (M+H)+: m/z=584.2.
Workup
- customThis compound was prepared
Sources & evidence
- ORD record
- ord-6bc4d1fb450942cf8a2fafac4518d7cb
- Source dataset
- uspto-grants-2013_07
- Patent number
- US08481732B2
Reaction notes
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