Water → HCID 59732370, compound

HRID 131196Notes

Reaction equation

HRID 131196 reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[C:7]2[S:15][CH:14]=[CH:13][C:8]=2[N:9]=[C:10]([NH2:12])[N:11]=1.[C:16](Cl)(=[O:18])[CH3:17].O>N1C=CC=CC=1>[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[C:7]2[S:15][CH:14]=[CH:13][C:8]=2[N:9]=[C:10]([NH:12][C:16](=[O:18])[CH3:17])[N:11]=1

Participants

5

Reactant 3

HCID 962WaterHCID 6367Acetyl chlorideHCID 9964493443148-30-9

Product 1

HCID 59732370HCID 59732370, compoundYield 80.3%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

An ice-cold solution of 4-(2-furyl)thieno[3,2-d]pyrimidine-2-amine (130 mg, 0.6 mmol) in pyridine (1 mL) was treated with acetyl chloride (47 μL, 0.66 mmol), stirred at room temperature for 16 h, poured into water, extracted with EtOAc, dried (MgSO4) and concentrated in vacuo and purified by chromatography (SiO2:EtOAc:Heptane, 1:1) to give the title compound (125 mg, 80%) as a cream solid.

Workup

  1. extractionextracted with EtOAc
  2. dry with materialdried (MgSO4)
  3. concentrationconcentrated in vacuo
  4. custompurified by chromatography (SiO2:EtOAc:Heptane, 1:1)

Sources & evidence

ORD record
ord-34c4c51c55d44777a2fcf66afc16e76e
Source dataset
uspto-grants-2008_06
Patent number
US07384949B2

Reaction notes

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