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

HRID 449442Notes

Reaction equation

HRID 449442 reaction equation
Cl[C:2]([O:4][CH3:5])=[O:3].Cl.[NH2:7][C:8]1[N:13]=[C:12]([C:14]2[CH:23]=[C:22]3[C:17]([CH2:18][CH2:19][N:20]([C:24]([O:26][CH:27]4[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]4)=[O:25])[CH2:21]3)=[CH:16][CH:15]=2)[CH:11]=[C:10]([N:33]2[CH2:38][CH2:37][N:36]([CH3:39])[CH2:35][CH2:34]2)[N:9]=1>>[NH2:7][C:8]1[N:13]=[C:12]([C:14]2[CH:23]=[C:22]3[C:17]([CH2:18][CH2:19][N:20]([C:24]([O:26][CH:27]4[CH2:32][CH2:31][N:30]([C:2]([O:4][CH3:5])=[O:3])[CH2:29][CH2:28]4)=[O:25])[CH2:21]3)=[CH:16][CH:15]=2)[CH:11]=[C:10]([N:33]2[CH2:38][CH2:37][N:36]([CH3:39])[CH2:35][CH2:34]2)[N:9]=1

Participants

3

Reactant 2

HCID 6586Methyl 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 497799011-(Methoxycarbonyl)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 methyl 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=510.2.

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-f93ae6e1e05b46618d99310a0dfa3529
Source dataset
uspto-grants-2013_07
Patent number
US08481732B2

Reaction notes

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