Thiomorpholine → 1,1,1-Trifluoro-4(5-fluoro-2-methoxyphenyl)-4-methyl-2-thiomorpholin-4-ylmethylpentan-2-ol

HRID 2105985

反応式

HRID 2105985 の反応式
[F:1][C:2]1[CH:3]=[CH:4][C:5]([O:19][CH3:20])=[C:6]([C:8]([CH3:18])([CH3:17])[CH2:9][C:10]2([C:13]([F:16])([F:15])[F:14])[CH2:12][O:11]2)[CH:7]=1.[NH:21]1[CH2:26][CH2:25][S:24][CH2:23][CH2:22]1>CN(C)C=O.C(OCC)C>[F:14][C:13]([F:16])([F:15])[C:10]([CH2:12][N:21]1[CH2:26][CH2:25][S:24][CH2:23][CH2:22]1)([OH:11])[CH2:9][C:8]([C:6]1[CH:7]=[C:2]([F:1])[CH:3]=[CH:4][C:5]=1[O:19][CH3:20])([CH3:18])[CH3:17]

参加物

5

反応物 2

HCID 67164ThiomorpholineHCID 160992392-[2-(5-Fluoro-2-methoxyphenyl)-2-methylpropyl]-2-trifluoromethyloxirane

生成物 1

HCID 104532961,1,1-Trifluoro-4(5-fluoro-2-methoxyphenyl)-4-methyl-2-thiomorpholin-4-ylmethylpentan-2-ol

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 6228Dimethylformamide溶媒

実験手順

A solution of 2-[2-(5-fluoro-2-methoxyphenyl)-2-methylpropyl]-2-trifluoromethyloxirane (see Example 1) (130 mg) and thiomorpholine (84.6 μL) in dimethylformamide (1 μL) was heated at 100° C. for 15 hours. The resulting mixture was diluted with diethyl ether, washed with water and brine, dried over sodium sulfate, filtered, and the volatiles removed in vacuo. The residue was purified by silica gel column chromatography using 2% EtOAc-hexanes as the eluent. The product-rich fractions were concentrated in vacuo to provide the title compound as a clear oil (161 mg).

後処理

  1. washwashed with water and brine
  2. dry with materialdried over sodium sulfate
  3. filtrationfiltered
  4. customthe volatiles removed in vacuo
  5. customThe residue was purified by silica gel column chromatography
  6. concentrationThe product-rich fractions were concentrated in vacuo

出典と根拠

ORDレコード
ord-2553ffd9f11c47ecb6e10b1c9e799b20
出典データセット
uspto-grants-2009_08
特許番号
US07579469B2

関連ノート

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