Aniline → HCID 178463271, 화합물

HRID 2391019노트

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HRID 2391019 반응식
[C:1]([C@H:4]1[CH2:9][CH2:8][C@H:7]([NH:10][C:11](=[O:23])[C:12]2[CH:17]=[C:16]([C:18]([F:21])([F:20])[F:19])[CH:15]=[CH:14][C:13]=2[Cl:22])[CH2:6][CH2:5]1)(=O)[CH3:2].[NH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1.CN(C=O)C.Cl[SiH](Cl)Cl>C(Cl)Cl>[Cl:22][C:13]1[CH:14]=[CH:15][C:16]([C:18]([F:21])([F:20])[F:19])=[CH:17][C:12]=1[C:11]([NH:10][C@H:7]1[CH2:8][CH2:9][C@H:4]([CH:1]([NH:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH3:2])[CH2:5][CH2:6]1)=[O:23]

참가 물질

6

반응물 4

HCID 6115AnilineHCID 6228Dimethylformamide2회HCID 24811Trichlorosilane2회HCID 178468179HCID 178468179, 화합물

생성물 1

HCID 178463271HCID 178463271, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of Trans-N-(4-acetylcyclohexyl)-2-chloro-5-(trifluoromethyl)-benzamide (200 mg, 0.57 mmol) and aniline (54 mg, 0.57 mmol) in DCM (10 mL) is added DMF (0.1 mL) followed by trichlorosilane (78 mg, 0.57 mmol). After stirring at room temperature for 1 hour, further trichlorosilane (5×78 mg, 5×0.57 mmol) is added at 1 hour intervals for the next 5 hours. Further DMF (0.1 mL) was then added and the mixture is stirred at room temperature overnight. The colourless solid that is formed is recovered by filtration, washed successively with water and then EtOAc and dried. [MH+ 425.38]. The racemic mixture was separated by supercritical fluid chromatography on chiral stationary phase analogously to that reported for Example 1.37.

후처리

  1. stirringthe mixture is stirred at room temperature overnight
  2. customThe colourless solid that is formed
  3. filtrationis recovered by filtration
  4. washwashed successively with water
  5. dry with materialEtOAc and dried
  6. customThe racemic mixture was separated by supercritical fluid chromatography on chiral stationary phase analogously to

출처 및 근거

ORD 기록
ord-63110cfd55424349a5948e71293c1b13
출처 데이터셋
uspto-grants-2012_09
특허 번호
US08273900B2

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