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2,4-Dichloro-5-fluoropyrimidine → 2-chloro-N4-[3-[[4-(ethoxycarbonyl)piperidino]carbonyl]phenyl]-5-fluoro-4-pyrimidineamine

HRID 71317
Notes
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Reaction equation

HRID 71317 reaction equation
[Cl:1][C:2]1[N:7]=[C:6](Cl)[C:5]([F:9])=[CH:4][N:3]=1.[CH2:10]([O:12][C:13]([CH:15]1[CH2:20][CH2:19][N:18]([C:21]([C:23]2[CH:24]=[C:25]([CH:27]=[CH:28][CH:29]=2)[NH2:26])=[O:22])[CH2:17][CH2:16]1)=[O:14])[CH3:11]>>[Cl:1][C:2]1[N:7]=[C:6]([NH:26][C:25]2[CH:27]=[CH:28][CH:29]=[C:23]([C:21]([N:18]3[CH2:17][CH2:16][CH:15]([C:13]([O:12][CH2:10][CH3:11])=[O:14])[CH2:20][CH2:19]3)=[O:22])[CH:24]=2)[C:5]([F:9])=[CH:4][N:3]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 2507052,4-Dichloro-5-fluoropyrimidineHCID 22060232HCID 22060232, compound

Product 1

HCID 220610082-chloro-N4-[3-[[4-(ethoxycarbonyl)piperidino]carbonyl]phenyl]-5-fluoro-4-pyrimidineamine

Procedure

In a like manner to the preparation of 2-chloro-N4-(3,4-ethylenedioxyphenyl)-5-fluoro-4-pyrimidineamine, 2,4-dichloro-5-fluoropyrimidine and 3-[[4-(ethoxycarbonyl)piperidino]carbonyl]aniline were reacted to provide 2-chloro-N4-[3-[[4-(ethoxycarbonyl)piperidino]carbonyl]phenyl]-5-fluoro-4-pyrimidineamine. LCMS: purity: 96%; MS (m/e): 407(M±).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-bc7cd55e36004475b408b7afce367a12
Source dataset
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08822685B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes