Trifluoroacetic acid → 1-Methyl-1H-indole-3-ethylamine

HRID 1749513노트

반응식

HRID 1749513 반응식
[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([CH2:11][CH2:12][NH:13]C(=O)OC(C)(C)C)=[CH:3]1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([CH2:11][CH2:12][NH2:13])=[CH:3]1

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 71202127Tert-butyl N-[2-(1-methyl-1H-indol-3-YL)ethyl]carbamate

생성물 1

HCID 234921-Methyl-1H-indole-3-ethylamine수율 85.4%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a solution of tert-butyl (2-(1-methyl-1H-indol-3-yl)ethyl)carbamate (1.29 g, 4.71 mmol) in DCM (15 mL) was added TFA (7 mL) at ˜0° C. to 5° C. The resulting reaction mixture was stirred at room temperature for 1 h. The reaction mixture was concentrated to give the crude product which was diluted with DCM and washed with sodium bicarbonate aqueous solution. The organic layer was washed with brine, dried and concentrated to give the desired product (700 mg, 4.02 mmol, 85% yield) as yellow oil. MS (ESI) m/z 175.1 [M+H]+.

후처리

  1. customThe resulting reaction mixture
  2. concentrationThe reaction mixture was concentrated
  3. customto give the crude product which
  4. washwashed with sodium bicarbonate aqueous solution
  5. washThe organic layer was washed with brine
  6. customdried
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-5faad02c97c942e18f1d277cdf32f2f7
출처 데이터셋
uspto-grants-2015_10
특허 번호
US09156798B2

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