Triethylamine → HCID 23000157, compound

HRID 398338Notes

Reaction equation

HRID 398338 reaction equation
Cl[C:2]1[N:7]=[CH:6][CH:5]=[CH:4][N:3]=1.[NH2:8][CH2:9][CH2:10][C:11]#[C:12][CH3:13].C(N(CC)CC)C>C(O)C>[CH2:9]([NH:8][C:2]1[N:7]=[CH:6][CH:5]=[CH:4][N:3]=1)[CH2:10][CH2:11][C:12]#[CH:13]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 744042-ChloropyrimidineHCID 13756235Pent-3-yn-1-amine

Product 1

HCID 23000157HCID 23000157, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
90 °C

Procedure

A mixture of 2-chloropyrimidine (4.0 g, 35 mmol), 5-aminopent-2-yne (10.5 g, 88 mmol), triethylamine (12.3 mL, 88 mmol) in ethanol (50 mL) was heated in a sealed tube at 90° C. for 16 h. The mixture was cooled and evaporated in vaciio. The residue was taken up in ethyl acetate and was filtered through a plug of silica gel, eluting with ethyl acetate, and evaporated in vacuo to give the title compound:

Workup

  1. temperatureThe mixture was cooled
  2. customevaporated in vaciio
  3. filtrationwas filtered through a plug of silica gel
  4. washeluting with ethyl acetate
  5. customevaporated in vacuo

Sources & evidence

ORD record
ord-f278c68b000c4e69816ed0bc264afc0f
Source dataset
uspto-grants-2003_08
Patent number
US06610692B1

Reaction notes

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