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2,4-Dichloro-5-fluoropyrimidine → HCID 86641891, compound

HRID 710200
Notes
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Reaction equation

HRID 710200 reaction equation
[NH2:1][CH:2]1[CH2:7][C:6]([CH3:9])([CH3:8])[N:5]([CH3:10])[C:4]([CH3:12])([CH3:11])[CH2:3]1.[Cl:13][C:14]1[N:19]=[CH:18][C:17]([F:20])=[C:16](Cl)[N:15]=1>CO>[ClH:13].[Cl:13][C:14]1[N:19]=[C:18]([NH:1][CH:2]2[CH2:3][C:4]([CH3:12])([CH3:11])[N:5]([CH3:10])[C:6]([CH3:8])([CH3:9])[CH2:7]2)[C:17]([F:20])=[CH:16][N:15]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 2507052,4-Dichloro-5-fluoropyrimidineHCID 6937924-Amino-1,2,2,6,6-pentamethylpiperidine

Product 1

HCID 86641891HCID 86641891, compoundYield 108.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

4-Amino-1,2,2,6,6-pentamethylpiperidine (1 g) and 2,6-dichloro-5-fluoropyrimidine (1.5 g) were dissolved in methanol (10 mL). The reaction solution was stirred at room temperature overnight. The reaction solution was evaporated and crystallized from ethyl acetate and hexanes to give 2-chloro-5-fluoro-N4-(1,2,2,6,6-pentamethylpiperidin-4-yl)-4-pyrimidineamine HCl salt (1.65 g, 93%).

Workup

  1. customThe reaction solution was evaporated
  2. customcrystallized from ethyl acetate and hexanes

Sources & evidence

ORD record
ord-7543539f3d8d43f88598e51b2d409030
Source dataset
uspto-grants-2015_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09181222B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes