Pyrrolidine → 4-(4-methylpiperazin-1-yl)-6-[3-methyl-7-[2-(pyrrolidin-1-ylcarbonyl)pyridin-4-yl]-3,4-dihydroisoquinolin-2(1H)-yl]pyrimidin-2-amine

HRID 2090369Notes

Reaction equation

HRID 2090369 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:24]=[CH:23][N:22]=[C:21]([C:25](O)=[O:26])[CH:20]=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.[NH:35]1[CH2:39][CH2:38][CH2:37][CH2:36]1>>[CH3:34][N:31]1[CH2:30][CH2:29][N:28]([C:4]2[CH:5]=[C:6]([N:8]3[CH:17]([CH3:18])[CH2:16][C:15]4[C:10](=[CH:11][C:12]([C:19]5[CH:24]=[CH:23][N:22]=[C:21]([C:25]([N:35]6[CH2:39][CH2:38][CH2:37][CH2:36]6)=[O:26])[CH:20]=5)=[CH:13][CH:14]=4)[CH2:9]3)[N:7]=[C:2]([NH2:1])[N:3]=2)[CH2:33][CH2:32]1

Participants

3

Reactant 2

HCID 31268PyrrolidineHCID 594023354-{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 467017884-(4-methylpiperazin-1-yl)-6-[3-methyl-7-[2-(pyrrolidin-1-ylcarbonyl)pyridin-4-yl]-3,4-dihydroisoquinolin-2(1H)-yl]pyrimidin-2-amine

Procedure

This compound was prepared by using procedures analogous to those described for the synthesis of Example 61B starting from 4-{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 61B, Step 2) and pyrrolidine. LCMS (M+H)+: m/z=513.3.

Workup

  1. customThis compound was prepared
  2. customthose described for the synthesis of Example 61B

Sources & evidence

ORD record
ord-3fdf9c740c2448bcbb2593f0cdfbc44c
Source dataset
uspto-grants-2013_05
Patent number
US08436008B2

Reaction notes

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