تفاعل #218758

معادلة التفاعل

water

product

6-[(4,5-Dichloro-2-methyl-1H-imidazol-1-yl)methyl]-5-[4-(S)-hydroxy-2-isoxazolidinylcarbonyl]-3-methyl-1-(isobutyl)thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione

2-chlorobenzimidazole

potassium carbonate

DMF

→

6-[2,3-Dihydro-2-oxo-1H-benzimidazol-1-ylmethyl]-1,2,3,4-tetrahydro-3-methyl-1-(isobutyl)-2,4-dioxo-thieno[2,3-d]pyrimidine-5-carboxylic acid, methyl ester

المذيبات

Ethyl acetate

ظروف التفاعل

المعالجة

1. 1
   أخرىThe two phases were separated
2. 2
   تجفيفthe organic layer was dried (MgSO4)
3. 3
   تركيزconcentrated in vacuo
4. 4
   أخرىThe residue was purified by biotage
5. 5
   غسيلeluting with dichloromethane
6. 6
   أخرىto give the sub-title compund as a pale yellow solid, 0.36 g (61%)

الإجراء التجريبي

The product of example 3 part b) (0.5 g, 1.28 mmol), 2-chlorobenzimidazole (0.21 g, 1.37 mmol), potassium carbonate (0.36 g, 2.6 mmol) and DMF (10 ml) were stirred for 1.5 h. Ethyl acetate and water were added to the reaction mixture. The two phases were separated, the organic layer was dried (MgSO4) and then concentrated in vacuo. The residue was purified by biotage eluting with dichloromethane to give the sub-title compund as a pale yellow solid, 0.36 g (61%). δ 1HD6DMSO 0.83 and 0.91 (6H, d), 2.1-2.22 (1H,m), 3.38 (3H,s), 3.67 (2H,d), 4.1 (3H,s), 5.58 (2H,s), 7.26-7.38 (2H,m), 7.41-7.48 (1H,m) and 7.7-7.8 (1H,m).

المصدر