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

HRID 2105985

반응식

HRID 2105985 반응식
[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]

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 6228Dimethylformamide용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-2553ffd9f11c47ecb6e10b1c9e799b20
출처 데이터셋
uspto-grants-2009_08
특허 번호
US07579469B2

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