Isopropyl chloroformate → 1-(Isopropoxycarbonyl)piperidin-4-yl 7-[2-amino-6-(4-methylpiperazin-1-yl)pyrimidin-4-yl]-3,4-dihydroisoquinoline-2(1H)-carboxylate

HRID 449381Notes

Reaction equation

HRID 449381 reaction equation
Cl[C:2]([O:4][CH:5]([CH3:7])[CH3:6])=[O:3].Cl.[NH2:9][C:10]1[N:15]=[C:14]([C:16]2[CH:25]=[C:24]3[C:19]([CH2:20][CH2:21][N:22]([C:26]([O:28][CH:29]4[CH2:34][CH2:33][NH:32][CH2:31][CH2:30]4)=[O:27])[CH2:23]3)=[CH:18][CH:17]=2)[CH:13]=[C:12]([N:35]2[CH2:40][CH2:39][N:38]([CH3:41])[CH2:37][CH2:36]2)[N:11]=1>>[NH2:9][C:10]1[N:15]=[C:14]([C:16]2[CH:25]=[C:24]3[C:19]([CH2:20][CH2:21][N:22]([C:26]([O:28][CH:29]4[CH2:34][CH2:33][N:32]([C:2]([O:4][CH:5]([CH3:7])[CH3:6])=[O:3])[CH2:31][CH2:30]4)=[O:27])[CH2:23]3)=[CH:18][CH:17]=2)[CH:13]=[C:12]([N:35]2[CH2:40][CH2:39][N:38]([CH3:41])[CH2:37][CH2:36]2)[N:11]=1

Participants

3

Reactant 2

HCID 7917Isopropyl 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 594965941-(Isopropoxycarbonyl)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 isopropyl 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=538.3.

Workup

  1. customThis compound was prepared

Sources & evidence

ORD record
ord-80c5650962a044e1b26a4bcbea5e1053
Source dataset
uspto-grants-2013_07
Patent number
US08481732B2

Reaction notes

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