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Water → 4-[4-(1-methylpiperidin-4-yloxy)-9,10-dihydro-4H-3,10a-diaza-benzo[f]azulen-2-yl]-phenylamine

HRID 1773867
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반응식

HRID 1773867 반응식
C(OC(=O)[NH:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[N:23]=[C:22]3[N:16]([CH2:17][CH2:18][C:19]4[CH:35]=[CH:34][CH:33]=[CH:32][C:20]=4[CH:21]3[O:24][CH:25]3[CH2:30][CH2:29][N:28]([CH3:31])[CH2:27][CH2:26]3)[CH:15]=2)=[CH:10][CH:9]=1)(C)(C)C.FC(F)(F)C(O)=O.O.[OH-].[Na+]>C(Cl)Cl>[CH3:31][N:28]1[CH2:27][CH2:26][CH:25]([O:24][CH:21]2[C:20]3[CH:32]=[CH:33][CH:34]=[CH:35][C:19]=3[CH2:18][CH2:17][N:16]3[C:22]2=[N:23][C:14]([C:11]2[CH:10]=[CH:9][C:8]([NH2:7])=[CH:13][CH:12]=2)=[CH:15]3)[CH2:30][CH2:29]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 962WaterHCID 6422Trifluoroacetic acidHCID 14798Sodium HydroxideHCID 72694266HCID 72694266, 화합물

생성물 1

HCID 867039544-[4-(1-methylpiperidin-4-yloxy)-9,10-dihydro-4H-3,10a-diaza-benzo[f]azulen-2-yl]-phenylamine

시약·촉매·용매 1

HCID 6344Dichloromethane
용매

실험 절차

To a solution of {4-[4-(1-methylpiperidin-4-yloxy)-9,10-dihydro-4H-3,10a-diaza-benzo[f]azulen-2-yl]-phenyl}-carbamic acid tert-butyl ester (example 49A) (45 mg, 0.092 mmole) in CH2Cl2 (0.3 mL) is added trifluoroacetic acid (90 μL). The reaction mixture is stirred at room temperature for 1 hour. Water is added and pH adjusted to 9-10 with 1N NaOH. The aqueous phase is extracted three times with CH2Cl2. The organic phase is dried over magnesium sulphate, filtered and the solvent is removed under reduced pressure. The residue is purified by silica gel chromatography using (CH2Cl2:MeOH:NH4OH) as eluent with a gradient from (98:2:0.2) to (95:5:0.5) to give 4-[4-(1-methylpiperidin-4-yloxy)-9,10-dihydro-4H-3,10a-diaza-benzo[f]azulen-2-yl]-phenylamine melting at 197° C.

후처리

  1. extractionThe aqueous phase is extracted three times with CH2Cl2
  2. dry with materialThe organic phase is dried over magnesium sulphate
  3. filtrationfiltered
  4. customthe solvent is removed under reduced pressure
  5. customThe residue is purified by silica gel chromatography

출처 및 근거

ORD 기록
ord-f57c4e5fd2ec4d8493339129c9eaeacc
출처 데이터셋
uspto-grants-2016_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09255101B2

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