Triethylsilane → 5-(4,5-dihydrothiazol-5-yl)-3-(1-methylpiperidin-4-yl)-1H-indole

HRID 1003592노트

반응식

HRID 1003592 반응식
[S:1]1[CH:5]([C:6]2[CH:7]=[C:8]3[C:12](=[CH:13][CH:14]=2)[NH:11][CH:10]=[C:9]3[C:15]2[CH2:16][CH2:17][N:18]([CH3:21])[CH2:19][CH:20]=2)[CH2:4][N:3]=[CH:2]1.C([SiH](CC)CC)C>FC(F)(F)C(O)=O>[S:1]1[CH:5]([C:6]2[CH:7]=[C:8]3[C:12](=[CH:13][CH:14]=2)[NH:11][CH:10]=[C:9]3[CH:15]2[CH2:16][CH2:17][N:18]([CH3:21])[CH2:19][CH2:20]2)[CH2:4][N:3]=[CH:2]1

참가 물질

4

반응물 2

HCID 12052TriethylsilaneHCID 187971695-(4,5-dihydrothiazol-5-yl)-3-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole

생성물 1

HCID 187971845-(4,5-dihydrothiazol-5-yl)-3-(1-methylpiperidin-4-yl)-1H-indole수율 74.2%

시약·촉매·용매 1

HCID 6422Trifluoroacetic acid용매

실험 절차

To a mixture of 0.54 gm (1.8 mMol) 5-(4,5-dihydrothia-zol-5-yl)-3-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole in 20 mL trifluoroacetic acid were added slowly 320 μL (2 mMol) triethylsilane. The reaction mixture was stirred at room temperature for 18 hours and then concentrated under reduced pressure. The residual oil was partitioned between ethyl acetate and aqueous potassium carbonate. The organic phase was dried over sodium sulfate and concentrated under reduced pressure. The residue was crystallized from acetonitrile to provide 0.40 gm (74%) of the title compound compound as a crystalline solid.

후처리

  1. concentrationconcentrated under reduced pressure
  2. customThe residual oil was partitioned between ethyl acetate and aqueous potassium carbonate
  3. dry with materialThe organic phase was dried over sodium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was crystallized from acetonitrile

출처 및 근거

ORD 기록
ord-2b3c60a32f6643f1a8ba8ec9f3cf2178
출처 데이터셋
uspto-grants-2000_04
특허 번호
US06046215

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