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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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Oxalyl chloride → 5-Benzyl-6-(4-(4,4,4-trifluorobutoxy)phenyl)-6-(trifluoromethyl)-5-azaspiro[2.3]-hexan-4-one

HRID 1629781
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HRID 1629781 반응식
[CH2:1]([NH:8][C:9]([C:28]1([C:31](O)=[O:32])[CH2:30][CH2:29]1)([C:14]1[CH:19]=[CH:18][C:17]([O:20][CH2:21][CH2:22][CH2:23][C:24]([F:27])([F:26])[F:25])=[CH:16][CH:15]=1)[C:10]([F:13])([F:12])[F:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(Cl)(=O)C(Cl)=O>C(Cl)Cl.CN(C=O)C>[CH2:1]([N:8]1[C:9]([C:14]2[CH:19]=[CH:18][C:17]([O:20][CH2:21][CH2:22][CH2:23][C:24]([F:26])([F:27])[F:25])=[CH:16][CH:15]=2)([C:10]([F:12])([F:11])[F:13])[C:28]2([CH2:30][CH2:29]2)[C:31]1=[O:32])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1
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참가 물질

5

반응물 2

HCID 65578Oxalyl chlorideHCID 866858701-(1-(Benzylamino)-2,2,2-trifluoro-1-(4-(4,4,4-trifluorobutoxy)phenyl)ethyl)-cyclopropane carboxylic acid

생성물 1

HCID 866858725-Benzyl-6-(4-(4,4,4-trifluorobutoxy)phenyl)-6-(trifluoromethyl)-5-azaspiro[2.3]-hexan-4-one수율 77.3%

시약·촉매·용매 2

HCID 6228Dimethylformamide촉매HCID 6344
Dichloromethane
용매

실험 절차

To a solution of Intermediate 14E (506 mg, 1.1 mmol) in CH2Cl2 (11 mL) was added oxalyl chloride (0.12 mL, 2.2 mmol) followed by several drops of DMF. The reaction was stirred at rt for 16 h. The solvent was removed in vacuo and the residue was purified by silica gel chromatography (24 g silica gel, eluted with EtOAc in hexanes) to provide Intermediate 14F (389 mg, 72%) as a yellow oil. LCMS Anal. Calc'd for C23H21F6NO2 457.41, found [M+H] 458.2.

후처리

  1. customThe solvent was removed in vacuo
  2. customthe residue was purified by silica gel chromatography (24 g silica gel, eluted with EtOAc in hexanes)

출처 및 근거

ORD 기록
ord-67f4e8a790e84124ac059b6e41aacc33
출처 데이터셋
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08791091B2

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