Triethylamine → HCID 18326515, compound

HRID 1250658Notes

Reaction equation

HRID 1250658 reaction equation
[CH2:1]([NH:4][C:5]1[N:6]=[C:7]([NH2:15])[C:8]2[S:13][CH:12]=[C:11]([CH3:14])[C:9]=2[N:10]=1)[CH:2]=[CH2:3].C(N(CC)CC)C.[C:23](Cl)(=[O:28])[C:24]([CH3:27])([CH3:26])[CH3:25].C(OCC)(=O)C.CCCCCC>ClCCl>[CH2:1]([NH:4][C:5]1[N:6]=[C:7]([NH:15][C:23](=[O:28])[C:24]([CH3:27])([CH3:26])[CH3:25])[C:8]2[S:13][CH:12]=[C:11]([CH3:14])[C:9]=2[N:10]=1)[CH:2]=[CH2:3]

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 62493Pivaloyl chlorideHCID 18326385HCID 18326385, compoundHCID 21226206Ethyl acetate hexane

Product 1

HCID 18326515HCID 18326515, compoundYield 43.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 150 mg (0.68 mmol) of 2-allylamino-4-amino-7-methylthieno[3,2-d]pyrimidine and 83 mg (0.82 mmol) of triethylamine in dichloromethane was added 82 mg (0.68 mmol) of pivaloyl chloride, followed by heating under reflux for 1 hour. After completion of the reaction, the solvent was distilled off under reduced pressure. The residue was purified by a silica gel chromatography (eluent: ethyl acetate-hexane=1/4] to give 90 mg (yield: 43.5%) of the title compound.

Workup

  1. temperatureby heating
  2. temperatureunder reflux for 1 hour
  3. customAfter completion of the reaction
  4. distillationthe solvent was distilled off under reduced pressure
  5. customThe residue was purified by a silica gel chromatography (eluent

Sources & evidence

ORD record
ord-49482c407ad54520a68e96ddf39f7dcc
Source dataset
uspto-grants-2002_01
Patent number
US06339089B2

Reaction notes

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