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Tetrahydrofuran → 4-((3,4-Dichlorophenoxy)methyl)-2,5-difluoro-N-(methylsulfonyl)benzamide Diethylamine salt

HRID 508409
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HRID 508409 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([CH:18]=[CH:19][C:20]=1[Cl:21])[O:5][CH2:6][C:7]1[C:15]([F:16])=[CH:14][C:10]([C:11]([NH2:13])=[O:12])=[C:9]([F:17])[CH:8]=1.C[Si](C)(C)[N-][Si](C)(C)C.[Li+].[CH3:32][S:33](Cl)(=[O:35])=[O:34].[CH2:37]1COC[CH2:38]1>CCOC(C)=O>[CH2:37]([NH:13][CH2:11][CH3:10])[CH3:38].[Cl:1][C:2]1[CH:3]=[C:4]([CH:18]=[CH:19][C:20]=1[Cl:21])[O:5][CH2:6][C:7]1[C:15]([F:16])=[CH:14][C:10]([C:11]([NH:13][S:33]([CH3:32])(=[O:35])=[O:34])=[O:12])=[C:9]([F:17])[CH:8]=1
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참가 물질

6

반응물 4

HCID 8028Tetrahydrofuran2회HCID 31297Methanesulfonyl chlorideHCID 2733832Lithium hexamethyldisilazaneHCID 666672344-((3,4-Dichlorophenoxy)methyl)-2,5-difluorobenzamide

생성물 1

HCID 866825554-((3,4-Dichlorophenoxy)methyl)-2,5-difluoro-N-(methylsulfonyl)benzamide Diethylamine salt

시약·촉매·용매 1

HCID 8857
Ethyl Acetate
용매

실험 절차

To 4-((3,4-dichlorophenoxy)methyl)-2,5-difluorobenzamide (Preparation 24, 60 mg, 0.18 mmol) in THF (2 mL) was added a THF solution of lithium hexamethyldisilazide (1 M, 0.362 mL, 0.362 mmol) over 2 minutes. After stirring for 15-20 minutes, methanesulphonyl chloride (0.028 mL, 0.362 mmol) was added and the solution was stirred for 18 hours at room temperature. The reaction mixture was then diluted with EtOAc and washed twice with water. The organic layer was dried over sodium sulphate and evaporated to yield a yellow oil (65 mg), which was purified by preparative HPLC to yield the title compound.

후처리

  1. stirringthe solution was stirred for 18 hours at room temperature
  2. washwashed twice with water
  3. dry with materialThe organic layer was dried over sodium sulphate
  4. customevaporated

출처 및 근거

ORD 기록
ord-a7e8aa6f166f4cfabc63cf03e31ef5aa
출처 데이터셋
uspto-grants-2015_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09096500B2

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