1-Methylpiperazine → 4-[3-Methyl-7-{6-[(4-methylpiperazin-1-yl)carbonyl]pyridin-3-yl}-3,4-dihydroisoquinolin-2(1H)-yl]-6-(4-methylpiperazin-1-yl)pyrimidin-2-amine

HRID 2090358Notes

Reaction equation

HRID 2090358 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([N:8]2[CH:17]([CH3:18])[CH2:16][C:15]3[C:10](=[CH:11][C:12]([C:19]4[CH:20]=[CH:21][C:22]([C:25]([OH:27])=O)=[N:23][CH:24]=4)=[CH:13][CH:14]=3)[CH2:9]2)[CH:5]=[C:4]([N:28]2[CH2:33][CH2:32][N:31]([CH3:34])[CH2:30][CH2:29]2)[N:3]=1.[CH3:35][N:36]1[CH2:41][CH2:40][NH:39][CH2:38][CH2:37]1>>[CH3:18][CH:17]1[CH2:16][C:15]2[C:10](=[CH:11][C:12]([C:19]3[CH:24]=[N:23][C:22]([C:25]([N:39]4[CH2:40][CH2:41][N:36]([CH3:35])[CH2:37][CH2:38]4)=[O:27])=[CH:21][CH:20]=3)=[CH:13][CH:14]=2)[CH2:9][N:8]1[C:6]1[CH:5]=[C:4]([N:28]2[CH2:33][CH2:32][N:31]([CH3:34])[CH2:30][CH2:29]2)[N:3]=[C:2]([NH2:1])[N:7]=1

Participants

3

Reactant 2

HCID 531671-MethylpiperazineHCID 594023605-{2-[2-Amino-6-(4-methylpiperazin-1-yl)pyrimidin-4-yl]-3-methyl-1,2,3,4-tetrahydroisoquinolin-7-yl}pyridine-2-carboxylic acid

Product 1

HCID 594023284-[3-Methyl-7-{6-[(4-methylpiperazin-1-yl)carbonyl]pyridin-3-yl}-3,4-dihydroisoquinolin-2(1H)-yl]-6-(4-methylpiperazin-1-yl)pyrimidin-2-amine

Procedure

This compound was prepared by using procedures analogous to those described for the synthesis of Example 50A starting from 5-{2-[2-amino-6-(4-methylpiperazin-1-yl)pyrimidin-4-yl]-3-methyl-1,2,3,4-tetrahydroisoquinolin-7-yl}pyridine-2-carboxylic acid (Example 50A, Step 1) and 1-methylpiperazine (Aldrich, Cat. No. 130001). LCMS (M+H)+: m/z=542.3.

Workup

  1. customThis compound was prepared
  2. customthose described for the synthesis of Example 50A

Sources & evidence

ORD record
ord-9e5cfe666c854921800ccdbdea38410c
Source dataset
uspto-grants-2013_05
Patent number
US08436008B2

Reaction notes

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