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1-Methylpiperazine → 5-chloro-N-[6-(dimethylphosphoryl)-2-methoxypyridin-3-yl]-4-(4-methylpiperazin-1-yl)pyrimidin-2-amine

HRID 921338
Notes
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Reaction equation

HRID 921338 reaction equation
ClC1N=C(Cl)C(Cl)=CN=1.CN1CCNCC1.Cl[C:18]1[N:23]=[C:22]([N:24]2[CH2:29][CH2:28][N:27]([CH3:30])[CH2:26][CH2:25]2)[C:21]([Cl:31])=[CH:20][N:19]=1.[CH3:32][P:33]([C:36]1[N:41]=[C:40]([O:42][CH3:43])[C:39]([NH2:44])=[CH:38][CH:37]=1)([CH3:35])=[O:34]>>[Cl:31][C:21]1[C:22]([N:24]2[CH2:29][CH2:28][N:27]([CH3:30])[CH2:26][CH2:25]2)=[N:23][C:18]([NH:44][C:39]2[C:40]([O:42][CH3:43])=[N:41][C:36]([P:33]([CH3:32])([CH3:35])=[O:34])=[CH:37][CH:38]=2)=[N:19][CH:20]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 4

HCID 531671-MethylpiperazineHCID 2372592,4,5-TrichloropyrimidineHCID 67052694(5-Amino-6-methoxypyridin-2-yl)dimethylphosphine oxideHCID 796333912,5-Dichloro-4-(4-methylpiperazin-1-yl)pyrimidine2×

Product 1

HCID 681568445-chloro-N-[6-(dimethylphosphoryl)-2-methoxypyridin-3-yl]-4-(4-methylpiperazin-1-yl)pyrimidin-2-amine

Procedure

This compound can be prepared by reacting 2,4,5-trichloropyrimidine with 1-Methyl piperazine as described in Example 32 to generate 2,5-dichloro-4-(4-methylpiperazin-1-yl)pyrimidine. 2,5-dichloro-4-(4-methylpiperazin-1-yl)pyrimidine is then reacted with 6-(dimethylphosphoryl)-2-methoxypyridin-3-ylamine (prepared in Example 32) as described in Example 32.

Workup

  1. customThis compound can be prepared

Sources & evidence

ORD record
ord-2edca25be8244ae0ba7f0a4ad90766e7
Source dataset
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09273077B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes