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(Diethylamino)sulfur trifluoride → HCID 18412755, 화합물

HRID 992488
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HRID 992488 반응식
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:23][CH2:24][C:25]2[CH:30]=[CH:29][C:28]([C:31]([F:34])([F:33])[F:32])=[CH:27][CH:26]=2)=[C:6]([C:8]2(O)[C:16]3[C:11](=[CH:12][C:13]([C:17]([F:20])([F:19])[F:18])=[CH:14][CH:15]=3)[NH:10][C:9]2=[O:21])[CH:7]=1.C(N(S(F)(F)[F:41])CC)C>C(Cl)Cl>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:23][CH2:24][C:25]2[CH:30]=[CH:29][C:28]([C:31]([F:34])([F:33])[F:32])=[CH:27][CH:26]=2)=[C:6]([C:8]2([F:41])[C:16]3[C:11](=[CH:12][C:13]([C:17]([F:20])([F:19])[F:18])=[CH:14][CH:15]=3)[NH:10][C:9]2=[O:21])[CH:7]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 123472(Diethylamino)sulfur trifluorideHCID 18412756HCID 18412756, 화합물

생성물 1

HCID 18412755HCID 18412755, 화합물수율 77.2%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a suspension of (±)-3-[5-chloro-2-[4-(trifluoromethyl)phenyl-methoxy]phenyl]-1,3-dihydro-3-hydroxy-6-(trifluoromethyl)-2H-indole-2-one (Preparation 6, 45 mg, 0.09 mmol) in CH2Cl2 (3 mL), was added dropwise neat diethylaminosulfur trifluoride (0.018 mL, 0.135 mmol) at −78° C. The reaction mixture was warmed to room temperature for 15 minutes and then quenched with water. The organic layer was separated, washed with water, dried over MgSO4 and filtered. The filtrate was concentrated in vacuo to provide the title compound (35 mg, 77% yield). MS m/e 502 (MH−). 1H NMR (CDCl3): δ7.84 (d, J=1.95 Hz, 1H), 7.68 (s, 1H), 7.53 (d, J=8.1 Hz, 2H), 7.36 (dd, J=8.7 Hz, 2.5 Hz, 1H), 7.29 (m, 1H), 7.21 (m, 1H), 7.05 (d, J=8.1 Hz, 2H), 6.81(dd, J=8.8 Hz, 1.1 Hz, 1H), 6.73 (s, 1H), 4,88 (d, 11.0 Hz, 1H), 4.73 (d, J=11.0 Hz,1H).

후처리

  1. customquenched with water
  2. customThe organic layer was separated
  3. washwashed with water
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. concentrationThe filtrate was concentrated in vacuo

출처 및 근거

ORD 기록
ord-875a74825cf948049d2c910f2a030822
출처 데이터셋
uspto-grants-2002_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06469042B1

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