Ethyl chloroformate → 1-(Ethoxycarbonyl)piperidin-4-yl 7-[2-amino-6-(4-methylpiperazin-1-yl)pyrimidin-4-yl]-3,4-dihydroisoquinoline-2(1h)-carboxylate

HRID 449443Notes

Reaction equation

HRID 449443 reaction equation
Cl[C:2]([O:4][CH2:5][CH3:6])=[O:3].Cl.[NH2:8][C:9]1[N:14]=[C:13]([C:15]2[CH:24]=[C:23]3[C:18]([CH2:19][CH2:20][N:21]([C:25]([O:27][CH:28]4[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]4)=[O:26])[CH2:22]3)=[CH:17][CH:16]=2)[CH:12]=[C:11]([N:34]2[CH2:39][CH2:38][N:37]([CH3:40])[CH2:36][CH2:35]2)[N:10]=1>>[NH2:8][C:9]1[N:14]=[C:13]([C:15]2[CH:24]=[C:23]3[C:18]([CH2:19][CH2:20][N:21]([C:25]([O:27][CH:28]4[CH2:33][CH2:32][N:31]([C:2]([O:4][CH2:5][CH3:6])=[O:3])[CH2:30][CH2:29]4)=[O:26])[CH2:22]3)=[CH:17][CH:16]=2)[CH:12]=[C:11]([N:34]2[CH2:39][CH2:38][N:37]([CH3:40])[CH2:36][CH2:35]2)[N:10]=1

Participants

3

Reactant 2

HCID 10928Ethyl chloroformateHCID 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 497799021-(Ethoxycarbonyl)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 ethyl chloroformate 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=524.3.

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-82db54a6f3b940c69e8e67080087c071
Source dataset
uspto-grants-2013_07
Patent number
US08481732B2

Reaction notes

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