Water → HCID 60108820, compound

HRID 1005717Notes

Reaction equation

HRID 1005717 reaction equation
[NH:1]([C:3]1[N:4]=[C:5]([C:12]([C:14]2[S:15][CH:16]=[CH:17][CH:18]=2)=[O:13])[C:6]2[S:11][CH:10]=[CH:9][C:7]=2[N:8]=1)[NH2:2].CCN(CC)CC.[CH3:26][S:27](Cl)(=[O:29])=[O:28].O>C1COCC1>[S:15]1[CH:16]=[CH:17][CH:18]=[C:14]1[C:12]([C:5]1[C:6]2[S:11][CH:10]=[CH:9][C:7]=2[N:8]=[C:3]([NH:1][NH:2][S:27]([CH3:26])(=[O:29])=[O:28])[N:4]=1)=[O:13]

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 22674428HCID 22674428, compound

Product 1

HCID 60108820HCID 60108820, compoundYield 65%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 2-hydrazinothieno[3,2-d]pyrimidin-4-yl 2-thienylmethanone (110 mg, 0.4 mmol) and Et3N (61 μL, 0.44 mmol) in THF (5 mL) was treated with methanesulphonyl chloride (31 μl, 0.4 mmol), stirred at room temperature for 20 min, poured into water (25 mL), extracted with EtOAc (2×5 mL), dried (MgSO4) and concentrated in vacuo. The crude product was purified by chromatography [SiO2: (EtOAc) to give the title compound (92 mg, 65%) as an orange solid.

Workup

  1. extractionextracted with EtOAc (2×5 mL)
  2. dry with materialdried (MgSO4)
  3. concentrationconcentrated in vacuo
  4. customThe crude product was purified by chromatography [SiO2

Sources & evidence

ORD record
ord-e16655bc63b444caaf24deb05e5f3444
Source dataset
uspto-grants-2004_09
Patent number
US06787541B1

Reaction notes

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