Triethylamine → HCID 58727630, compound

HRID 272635Notes

Reaction equation

HRID 272635 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.[SH:17][CH2:18][CH2:19][CH2:20][OH:21]>C(#N)C>[Br:1][C:2]1[C:3]([S:17][CH2:18][CH2:19][CH2:20][OH:21])=[N:4][C:5]([Cl:8])=[N:6][CH:7]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 882113-MercaptopropanolHCID 2899735-Bromo-2,4-dichloropyrimidine

Product 1

HCID 58727630HCID 58727630, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of 2.47 g (10.8 mmol) of 5-Bromo-2,4-dichloropyrimidine in 30 ml of acetonitrile at −20° C. is mixed with 1.5 ml (10.8 mmol) of triethylamine and 1.00 g (10.8 mmol) of 3-Mercapto-propan-1-ol. The batch is slowly warmed to room temperature and stirred for 16 hours. The batch is filtrated to remove the solid precipitate. The filtrate is concentrated by evaporation. 2-Methoxy-2-methyl-propane is added to the remaining residue and the batch is stirred for 15 minutes. The batch is filtrated and the solid precipitate is dried. 3.03 g (10.6 mmol, corresponding to 98% of theory) of the product is obtained.

Workup

  1. filtrationThe batch is filtrated
  2. customto remove the solid precipitate
  3. concentrationThe filtrate is concentrated by evaporation
  4. addition2-Methoxy-2-methyl-propane is added to the remaining residue
  5. stirringthe batch is stirred for 15 minutes
  6. filtrationThe batch is filtrated
  7. customthe solid precipitate is dried
  8. custom3.03 g (10.6 mmol, corresponding to 98% of theory) of the product is obtained

Sources & evidence

ORD record
ord-47f9d510c0b74a589f784598b5eab745
Source dataset
uspto-grants-2008_11
Patent number
US07456191B2

Reaction notes

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