반응 #66791

반응 방정식

tert-Butyl 4-oxo-3,5,6,8-tetrahydropyrido[4′,3′:4,5]thieno[2,3-d]pyrimidine-7(4H)-carboxylate

sulfolane

triethylamine

sulfolane

phosphoryl chloride

Triethylamine

→

title compound

수율 93.0%

tert-Butyl 4-chloro-5,8-dihydropyrido[4′,3′:4,5]thieno[2,3-d]pyrimidine-7(6H)-carboxylate

수율 93.0%

용매

sodium chloride

반응 조건

후처리

1. 1
   온도cooling
2. 2
   workup.ADDITIONwas added
3. 3
   온도was cooled with an ice-bath
4. 4
   여과the precipitate was collected by suction filtration
5. 5
   세척washed three times with water (1.5 L)
6. 6
   기타The residue was dried

실험 절차

To sulfolane (3.19 L) was added phosphoryl chloride (785 g, 5.12 mol) at rt. Triethylamine (518 g, 5.12 mol) was added dropwise with water-bath cooling. tert-Butyl 4-oxo-3,5,6,8-tetrahydropyrido[4′,3′:4,5]thieno[2,3-d]pyrimidine-7(4H)-carboxylate from Example 10A (525.5 g, 1.706 mol) and additional sulfolane (1.34 L) were added, and the mixture was heated to 70° C. for 2.5 h. The mixture was cooled to it, and triethylamine (967 g, 9.56 mol) was added. A semi-saturated aqueous sodium chloride solution (10 L) was added during which the mixture was cooled with an ice-bath. After stirring at rt for 2 h, the precipitate was collected by suction filtration and washed three times with water (1.5 L). The residue was dried to yield 517 g (93%) of the title compound.

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