Formaldehyde → 2-(4,5-Dihydro-1,3-thiazol-2-yl)-N-methyl-1H-indole-7-amine

HRID 1851397노트

반응식

HRID 1851397 반응식
[S:1]1[CH2:5][CH2:4][N:3]=[C:2]1[C:6]1[NH:7][C:8]2[C:13]([CH:14]=1)=[CH:12][CH:11]=[CH:10][C:9]=2[NH2:15].C=O.N1C2C=CC=C[C:21]=2N=N1.O>C(O)C.O1CCCC1>[S:1]1[CH2:5][CH2:4][N:3]=[C:2]1[C:6]1[NH:7][C:8]2[C:13]([CH:14]=1)=[CH:12][CH:11]=[CH:10][C:9]=2[NH:15][CH3:21]

참가 물질

7

반응물 4

HCID 712FormaldehydeHCID 962WaterHCID 579017772-(4,5-Dihydro-1,3-thiazol-2-yl)-1H-indole-7-amineHCID 178418385HCID 178418385, 화합물

생성물 1

HCID 579015872-(4,5-Dihydro-1,3-thiazol-2-yl)-N-methyl-1H-indole-7-amine수율 31.3%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 8028Tetrahydrofuran용매

실험 절차

2-(4,5-Dihydro-1,3-thiazol-2-yl)-1H-indole-7-amine (1.08 g), aqueous formaldehyde solution (37%, 372 μL) and benzotriazole (595 mg) were dissolved in ethanol (15 mL) and tetrahydrofuran (15 mL), and the mixture was stirred at room temperature for 2 days. Water was added to the reaction solution, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated brine, dried (MgSO4) and concentrated. The obtained residue was subjected to silica gel column chromatography (ethyl acetate:hexane=1:1) to give a yellow oil (360 mg, yield 31%). M+1=232.

후처리

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe ethyl acetate layer was washed with saturated brine
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-f409d5ed5b564901aa42b152017630bb
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08957070B2

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