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Triphenylphosphine → 2-(6-chloro-5-methyl-1H-indol-3-yl)ethanamine

HRID 1918622
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HRID 1918622 반응식
[N:1]([CH2:4][CH2:5][C:6]1[C:14]2[C:9](=[CH:10][C:11]([Cl:16])=[C:12]([CH3:15])[CH:13]=2)[NH:8][C:7]=1[Si](CC)(CC)CC)=[N+]=[N-].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>CO>[Cl:16][C:11]1[CH:10]=[C:9]2[C:14]([C:6]([CH2:5][CH2:4][NH2:1])=[CH:7][NH:8]2)=[CH:13][C:12]=1[CH3:15]
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참가 물질

4

반응물 2

HCID 11776TriphenylphosphineHCID 866638373-(2-azidoethyl)-6-chloro-5-methyl-2-(triethylsilyl)-1H-indole

생성물 1

HCID 668321552-(6-chloro-5-methyl-1H-indol-3-yl)ethanamine

시약·촉매·용매 1

HCID 887Methanol용매

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온도
70 °C

실험 절차

A mixture of 3-(2-azidoethyl)-6-chloro-5-methyl-2-(triethylsilyl)-1H-indole (0.654 g; 1.87 mmol) and triphenylphosphine (0.737 g; 2.81 mmol) in methanol (10 mL) was stirred at 70° C. for 2 hours. The reaction mixture was concentrated under reduced pressure and the residue was dissolved in a solution of tetrabutylamonium fluoride (5.62 mL 1M) in THF and stirred at room temperature for 36 hours and concentrated under reduced pressure to yield 2-(6-chloro-5-methyl-1H-indol-3-yl)ethanamine which was used without any further purification.

후처리

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. dissolutionthe residue was dissolved in a solution of tetrabutylamonium fluoride (5.62 mL 1M) in THF
  3. stirringstirred at room temperature for 36 hours
  4. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-8bcc6a142d8849189e2fcb277ccd0087
출처 데이터셋
uspto-grants-2013_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08618138B2

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