반응 #66839

반응 방정식

sodium chloride

sulfolane

phosphoryl chloride

tert-butyl 4-oxo-3,4,5,6,7,9-hexahydro-8H-pyrimido[5′,4′:4,5]thieno[2,3-c]azepine-8-carboxylate

→

title compound

수율 80.0%

tert-Butyl 4-chloro-5,6,7,9-tetrahydro-8H-pyrimido[5′,4′:4,5]thieno[2,3-c]azepine-8-carboxylate

수율 80.0%

용매

triethylamine

toluene

Triethylamine

반응 조건

후처리

1. 1
   온도the reaction mixture was heated for 2 h to 65° C
2. 2
   온도The mixture was then cooled to rt
3. 3
   온도cooled to 0° C
4. 4
   workup.STIRRINGthe mixture was stirred for 20 min
5. 5
   기타The organic layer was separated
6. 6
   세척washed with water
7. 7
   건조dried over sodium sulfate
8. 8
   기타the solvent was removed in vacuo
9. 9
   기타The residue was triturated with tert-butyl methyl ether
10. 10
    여과the precipitate was collected by suction filtration

실험 절차

To sulfolane (20 mL) was added phosphoryl chloride (7.40 g, 48.3 mmol). Triethylamine (4.88 g, 48.3 mmol) was added dropwise, and the mixture was stirred for 30 min at rt. Subsequently, tert-butyl 4-oxo-3,4,5,6,7,9-hexahydro-8H-pyrimido[5′,4′:4,5]thieno[2,3-c]azepine-8-carboxylate from Example 78A (5.17 g, 16.1 mmol) was added, and the reaction mixture was heated for 2 h to 65° C. The mixture was then cooled to rt, and triethylamine (7.0 mL) was added. It was diluted with toluene and cooled to 0° C. Half-saturated aqueous sodium chloride solution was added, and the mixture was stirred for 20 min. The organic layer was separated, washed with water and dried over sodium sulfate, and the solvent was removed in vacuo. The residue was triturated with tert-butyl methyl ether, and the precipitate was collected by suction filtration to yield 4.40 g (80%) of the title compound.

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