4-(7-bromo-3-methyl-3,4-dihydroisoquinolin-2(1H)-yl)-6-(4-methylpiperazin-1-yl)pyrimidin-2-amine → HCID 59402315, compound

HRID 2090403Notes

Reaction equation

HRID 2090403 reaction equation
[CH3:1][N:2]1[CH:6]=[C:5](B2OC(C)(C)C(C)(C)O2)[CH:4]=[C:3]1[C:16]([O:18][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)=[O:17].Br[C:27]1[CH:36]=[C:35]2[C:30]([CH2:31][CH:32]([CH3:51])[N:33]([C:37]3[CH:42]=[C:41]([N:43]4[CH2:48][CH2:47][N:46]([CH3:49])[CH2:45][CH2:44]4)[N:40]=[C:39]([NH2:50])[N:38]=3)[CH2:34]2)=[CH:29][CH:28]=1>>[NH2:50][C:39]1[N:38]=[C:37]([N:33]2[CH:32]([CH3:51])[CH2:31][C:30]3[C:35](=[CH:36][C:27]([C:5]4[CH:4]=[C:3]([C:16]([O:18][CH2:19][C:20]5[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=5)=[O:17])[N:2]([CH3:1])[CH:6]=4)=[CH:28][CH:29]=3)[CH2:34]2)[CH:42]=[C:41]([N:43]2[CH2:48][CH2:47][N:46]([CH3:49])[CH2:45][CH2:44]2)[N:40]=1

Participants

3

Reactant 2

HCID 594023174-(7-bromo-3-methyl-3,4-dihydroisoquinolin-2(1H)-yl)-6-(4-methylpiperazin-1-yl)pyrimidin-2-amineHCID 59402364Benzyl 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrole-2-carboxylate

Product 1

HCID 59402315HCID 59402315, compound

Procedure

The compound was prepared by using procedures analogous to those described for the synthesis of Example 87A, Step 7 starting from benzyl 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrole-2-carboxylate (Example 87A, Step 6) and 4-(7-bromo-3-methyl-3,4-dihydroisoquinolin-2(1H)-yl)-6-(4-methylpiperazin-1-yl)pyrimidin-2-amine (Peak 2, Example 49, Step 7). LCMS (M+H)+: m/z=552.1.

Workup

  1. customThe compound was prepared

Sources & evidence

ORD record
ord-7dbaa666c8214907a0aad90d9868c08e
Source dataset
uspto-grants-2013_05
Patent number
US08436008B2

Reaction notes

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