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HCID 57524786, 화합물 → HCID 70560671, 화합물

HRID 1477872
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HRID 1477872 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([N:15]2[C:23]3[C:18](=[C:19]([NH:24][S:25]([CH3:28])(=[O:27])=[O:26])[CH:20]=[CH:21][CH:22]=3)[CH:17]=[CH:16]2)([CH2:13][CH3:14])[C:9]([O:11]C)=O)=[CH:4][CH:3]=1.[CH3:29][Li]>C1COCC1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([N:15]2[C:23]3[C:18](=[C:19]([NH:24][S:25]([CH3:28])(=[O:27])=[O:26])[CH:20]=[CH:21][CH:22]=3)[CH:17]=[CH:16]2)([CH2:13][CH3:14])[C:9](=[O:11])[CH3:29])=[CH:4][CH:3]=1
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참가 물질

4

반응물 2

HCID 57524786HCID 57524786, 화합물HCID 178418348HCID 178418348, 화합물

생성물 1

HCID 70560671HCID 70560671, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of methyl 2-(4-chlorophenyl)-2-(4-(methylsulfonamido)-1H-indol-1-yl)butanoate (1 g, 2.38 mmol), as described in Example 3 Step C, in THF (30 mL) was added CH3Li (3.2 mL, 4.76 mmol, 1.5 M in ether) dropwise at 0° C. and stirred for 0.5 h. The mixture was quenched with saturated ammonium chloride solution, and extracted with ethyl acetate. The organic layer was washed with brine, dried over sodium sulfate, filtered and evaporated. The residue was purified by silica gel chromatography eluting with PE/EA (15/1 to 6/1, v/v) to afford the title compound as a colorless amorphous solid. LC/MS m/z=427.1 [M+Na]+.

후처리

  1. customThe mixture was quenched with saturated ammonium chloride solution
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with brine
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. customevaporated
  7. customThe residue was purified by silica gel chromatography
  8. washeluting with PE/EA (15/1 to 6/1

출처 및 근거

ORD 기록
ord-85eae69b54e94bdaaf6760c27e53188c
출처 데이터셋
uspto-grants-2016_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09403807B2

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