Water → 2-tert-Butyl-4-{4-[3-(4-methyl-5-trifluoromethyl-4H-[1,2,4]triazol-3-ylsulfanyl)-propyl]-piperazin-1-yl}-6-cyclobutyl-pyrimidine

HRID 219748ノート

反応式

HRID 219748 の反応式
[C:1]([C:5]1[N:10]=[C:9]([N:11]2[CH2:16][CH2:15][N:14]([CH2:17][CH2:18][CH2:19]Cl)[CH2:13][CH2:12]2)[CH:8]=[C:7]([CH:21]2[CH2:24][CH2:23][CH2:22]2)[N:6]=1)([CH3:4])([CH3:3])[CH3:2].[CH3:25][N:26]1[C:30]([C:31]([F:34])([F:33])[F:32])=[N:29][N:28]=[C:27]1[SH:35].[I-].[K+].O>CN(C)C=O.C(OCC)(=O)C>[C:1]([C:5]1[N:10]=[C:9]([N:11]2[CH2:16][CH2:15][N:14]([CH2:17][CH2:18][CH2:19][S:35][C:27]3[N:26]([CH3:25])[C:30]([C:31]([F:33])([F:32])[F:34])=[N:29][N:28]=3)[CH2:13][CH2:12]2)[CH:8]=[C:7]([CH:21]2[CH2:24][CH2:23][CH2:22]2)[N:6]=1)([CH3:4])([CH3:3])[CH3:2]

参加物

7

反応物 4

HCID 962WaterHCID 4875Potassium IodideHCID 666731042-tert-Butyl-4-[4-(3-chloro-propyl)-piperazin-1-yl]-6-cyclobutyl-pyrimidineHCID 178481704HCID 178481704、化合物

生成物 1

HCID 115405562-tert-Butyl-4-{4-[3-(4-methyl-5-trifluoromethyl-4H-[1,2,4]triazol-3-ylsulfanyl)-propyl]-piperazin-1-yl}-6-cyclobutyl-pyrimidine

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

0.4 g of 2-tert-Butyl-4-[4-(3-chloro-propyl)-piperazin-1-yl]-6-cyclobutyl-pyrimidine (1.14 mmol), 0.22 g of 4-methyl-5-trifluoromethyl-4H-[1,2,4]triazole-3-thiol (1.2 mmol), 0.07 g of lithium-hydroxide (2.92 mmol) and a spatula tip of potassium iodide were stirred in 10 ml of dimethylformamide for 14 h at room temperature and for an additional 2 h at 80° C. After addition of water and ethyl acetate, the organic layer was separated, dried over magnesium sulfate, filtered and the solvent was evaporated. The residue was purified twice by column chromatography on silica gel using dichloromethane-methanol (1-5%). Fractions containing the product were combined, the solvents evaporated, the residue stirred with acetonitrile yielding 0.03 g (5.3%) of the product as a solid.

後処理

  1. customthe organic layer was separated
  2. dry with materialdried over magnesium sulfate
  3. filtrationfiltered
  4. customthe solvent was evaporated
  5. customThe residue was purified twice by column chromatography on silica gel
  6. additionFractions containing the product
  7. customthe solvents evaporated

出典と根拠

ORDレコード
ord-d2f2f04094374ae9ae7469d88d01b685
出典データセット
uspto-grants-2012_06
特許番号
US08202868B2

反応ノート

読み込み中…