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Triethylamine → [1-(5-Bromo-2-chloro-pyrimidin-4-ylamino)-cyclopentyl]-methanol

HRID 272637
Notes
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Reaction equation

HRID 272637 reaction equation
[Br:1][C:2]1[C:3](Cl)=[N:4][C:5]([Cl:8])=[N:6][CH:7]=1.C(N(CC)CC)C.[NH2:17][C:18]1([CH2:23][OH:24])[CH2:22][CH2:21][CH2:20][CH2:19]1>C(#N)C>[Br:1][C:2]1[C:3]([NH:17][C:18]2([CH2:23][OH:24])[CH2:22][CH2:21][CH2:20][CH2:19]2)=[N:4][C:5]([Cl:8])=[N:6][CH:7]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 663071-AminocyclopentanemethanolHCID 2899735-Bromo-2,4-dichloropyrimidine

Product 1

HCID 58890910[1-(5-Bromo-2-chloro-pyrimidin-4-ylamino)-cyclopentyl]-methanol

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

An ice-cooled solution of 2.28 g (10.0 mmol) of 5-Bromo-2,4-dichloropyrimidine and 1.7 ml (12.0 mmol) of triethylamine in 10 ml of acetonitrile is mixed with 1.38 g (12.0 mmol) (1-amino-cyclopentyl)-methanol. After 16 hours at room temperature the batch is filtrated to remove the solid precipitate. The precipitate is dried. 1.48 g (4.8 mmol, corresponding to 48% of theory) of the product is obtained.

On this pageParticipantsProcedureWorkupSources & evidenceReaction notes

Workup

  1. filtrationAfter 16 hours at room temperature the batch is filtrated
  2. customto remove the solid precipitate
  3. customThe precipitate is dried
  4. custom1.48 g (4.8 mmol, corresponding to 48% of theory) of the product is obtained

Sources & evidence

ORD record
ord-4f89754d63b247c6b3faa1cdccff09da
Source dataset
uspto-grants-2008_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07456191B2

Reaction notes

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