Cyclopentyl 4-nitrophenyl carbonate → 1-[(Cyclopentyloxy)carbonyl]piperidin-4-yl 7-[2-amino-6-(4-methylpiperazin-1-yl)pyrimidin-4-yl]-3,4-dihydroisoquinoline-2(1h)-carboxylate

HRID 449382Notes

Reaction equation

HRID 449382 reaction equation
[C:1](=[O:18])(OC1C=CC([N+]([O-])=O)=CC=1)[O:2][CH:3]1[CH2:7][CH2:6][CH2:5][CH2:4]1.Cl.[NH2:20][C:21]1[N:26]=[C:25]([C:27]2[CH:36]=[C:35]3[C:30]([CH2:31][CH2:32][N:33]([C:37]([O:39][CH:40]4[CH2:45][CH2:44][NH:43][CH2:42][CH2:41]4)=[O:38])[CH2:34]3)=[CH:29][CH:28]=2)[CH:24]=[C:23]([N:46]2[CH2:51][CH2:50][N:49]([CH3:52])[CH2:48][CH2:47]2)[N:22]=1>>[NH2:20][C:21]1[N:26]=[C:25]([C:27]2[CH:36]=[C:35]3[C:30]([CH2:31][CH2:32][N:33]([C:37]([O:39][CH:40]4[CH2:45][CH2:44][N:43]([C:1]([O:2][CH:3]5[CH2:4][CH2:5][CH2:6][CH2:7]5)=[O:18])[CH2:42][CH2:41]4)=[O:38])[CH2:34]3)=[CH:29][CH:28]=2)[CH:24]=[C:23]([N:46]2[CH2:51][CH2:50][N:49]([CH3:52])[CH2:48][CH2:47]2)[N:22]=1

Participants

3

Reactant 2

HCID 54340011Cyclopentyl 4-nitrophenyl carbonateHCID 67541330piperidin-4-yl 7-[2-amino-6-(4-methylpiperazin-1-yl)pyrimidin-4-yl]-3,4-dihydroisoquinoline-2(1H)-carboxylate HCl salt

Product 1

HCID 497795891-[(Cyclopentyloxy)carbonyl]piperidin-4-yl 7-[2-amino-6-(4-methylpiperazin-1-yl)pyrimidin-4-yl]-3,4-dihydroisoquinoline-2(1h)-carboxylate

Procedure

This compound was prepared by using procedures analogous to those described for the synthesis of Example 67, Step 4 starting from cyclopentyl 4-nitrophenyl carbonate 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=564.3.

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-f2dc5fd7405e498e961c0e99b86098a1
Source dataset
uspto-grants-2013_07
Patent number
US08481732B2

Reaction notes

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