Methyl morpholine oxide → HCID 86676738, 화합물

HRID 709305노트

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HRID 709305 반응식
[OH:1][CH2:2][C:3]1[CH:4]=[C:5]([NH:10][C:11](=[O:30])[C:12]2[CH:17]=[CH:16][C:15]([CH2:18][N:19]3[CH2:24][CH2:23][N:22]([CH3:25])[CH2:21][CH2:20]3)=[C:14]([C:26]([F:29])([F:28])[F:27])[CH:13]=2)[CH:6]=[CH:7][C:8]=1[CH3:9].C[N+]1([O-])CCOCC1>C(Cl)Cl.CCC[N+](CCC)(CCC)CCC.[O-][Ru](=O)(=O)=O>[CH:2]([C:3]1[CH:4]=[C:5]([NH:10][C:11](=[O:30])[C:12]2[CH:17]=[CH:16][C:15]([CH2:18][N:19]3[CH2:20][CH2:21][N:22]([CH3:25])[CH2:23][CH2:24]3)=[C:14]([C:26]([F:29])([F:28])[F:27])[CH:13]=2)[CH:6]=[CH:7][C:8]=1[CH3:9])=[O:1]

참가 물질

5

반응물 2

HCID 82029Methyl morpholine oxideHCID 67326247HCID 67326247, 화합물

생성물 1

HCID 86676738HCID 86676738, 화합물수율 88,770.797%

시약·촉매·용매 2

HCID 178419074HCID 178419074, 화합물촉매HCID 6344Dichloromethane용매

실험 절차

To a stirred solution of N-(3-(hydroxymethyl)-4-methylphenyl)-4-((4-methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)benzamide (200 mg, 0.47 mmol) in CH2Cl2 (2 mL) was added freshly dried 4 Å MS and NMO (83 mg, 0.71 mmol). The mixture was stirred for 10 min before TPAP (17 mg, 0.05 mmol) was added, and the resulting reaction mixture was stirred 12 hours at room temperature. The reaction mixture was filtered through celite, concentrated under reduced pressure, and purified by flash column chromatography (3% to 7% MeOH/CH2Cl2) to afford title product (175 g, 88% yield). MS m/z: 420 [M+1].

후처리

  1. additionwas added
  2. customthe resulting reaction mixture
  3. filtrationThe reaction mixture was filtered through celite
  4. concentrationconcentrated under reduced pressure
  5. custompurified by flash column chromatography (3% to 7% MeOH/CH2Cl2)

출처 및 근거

ORD 기록
ord-4b2b8e63b36e47f9ba4938f8d4d80330
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09180127B2

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