Trifluoroacetic acid → Allyl-[5-(2,3-dihydro-1H-indol-5-yl)-pentyl]-methyl-amine

HRID 1633683노트

반응식

HRID 1633683 반응식
C(OC([N:8]1[C:16]2[C:11](=[CH:12][C:13]([CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][N:22]([CH2:24][CH:25]=[CH2:26])[CH3:23])=[CH:14][CH:15]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH2:24]([N:22]([CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][C:13]1[CH:12]=[C:11]2[C:16](=[CH:15][CH:14]=1)[NH:8][CH2:9][CH2:10]2)[CH3:23])[CH:25]=[CH2:26]

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 695141225-[5-(Allyl-methyl-amino)-pentyl]-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester

생성물 1

HCID 21966638Allyl-[5-(2,3-dihydro-1H-indol-5-yl)-pentyl]-methyl-amine수율 94%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

2.45 g (6.8 mmol) 5-[5-(Allyl-methyl-amino)-pentyl]-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester in 5 ml CH2Cl2 were treated with 4 ml TFA at 0° C. The solution was stirred at RT for 0.5 h, and at 40° C. for 1 h. The solution was concentrated, and the residue was dissolved in ether, water. 2M NaOH was added and the inorganic phase was extracted with ether. The combined organic phases were washed with water and dried over Na2SO4 to yield 1.65 g (94%) Allyl-[5-(2,3-dihydro-1H-indol-5-yl)-pentyl]-methyl-amine as light yellow oil, MS: 259 (MH+).

후처리

  1. waitat 40° C. for 1 h
  2. concentrationThe solution was concentrated
  3. dissolutionthe residue was dissolved in ether
  4. addition2M NaOH was added
  5. extractionthe inorganic phase was extracted with ether
  6. washThe combined organic phases were washed with water
  7. dry with materialdried over Na2SO4

출처 및 근거

ORD 기록
ord-d11f134c5fd243f18d81704c0f844521
출처 데이터셋
uspto-grants-2003_01
특허 번호
US06503907B2

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