Hydrochloric Acid → HCID 59088004, 화합물

HRID 656282노트

반응식

HRID 656282 반응식
[N:1]1([CH2:7][CH2:8][N:9]2C(=O)C3C(=CC=CC=3)C2=O)[CH2:6][CH2:5][S:4][CH2:3][CH2:2]1.O.NN.Cl.[C:24]([C:28]1[CH:37]=[CH:36][C:31]([CH2:32][N:33]=[C:34]=[S:35])=[CH:30][CH:29]=1)([CH3:27])([CH3:26])[CH3:25]>CO.O1CCCC1.CN(C)C=O.ClCCl.C(N(CC)CC)C>[C:24]([C:28]1[CH:37]=[CH:36][C:31]([CH2:32][NH:33][C:34]([NH:9][CH2:8][CH2:7][N:1]2[CH2:6][CH2:5][S:4][CH2:3][CH2:2]2)=[S:35])=[CH:30][CH:29]=1)([CH3:27])([CH3:25])[CH3:26]

참가 물질

10

반응물 4

HCID 313Hydrochloric AcidHCID 24654Hydrazine hydrate (1:1)HCID 144473502-[2-(Thiomorpholin-4-yl)ethyl]-1H-isoindole-1,3(2H)-dioneHCID 148010411-Tert-butyl-4-(isothiocyanatomethyl)benzene

생성물 1

HCID 59088004HCID 59088004, 화합물

시약·촉매·용매 5

HCID 887Methanol용매HCID 6228Dimethylformamide용매HCID 6344Dichloromethane용매HCID 8028Tetrahydrofuran용매HCID 8471Triethylamine용매

실험 절차

2-(2-thiomorpholin-4-ylethyl)isoindol-1,3-dione 15-1 (2.76 g) was dissolved in a mixture of methanol (20 ml) and tetrahydrofuran (20 ml) and to the solution was added dropwise hydrazine hydrate (550 mg), followed by stirring for 21 hours. To the obtained solution was added 2 N aqueous hydrochloric acid solution (6 ml), and the mixture was stirred for 3 hours and then concentrated under reduced pressure. To the concentrate was added water (15 ml) and the undissolved material was filtered off. The filtrate was concentrated to obtain reaction mixture (1.62 g) as a solid. The obtained mixture (150 mg) was dissolved in dimethylformamide (5 ml) and to the solution was added 4-t-butylbenzylisothiocyanate (210 mg) and a small amount of triethylamine, followed by stirring at room temperature for 23 hours. The resulting mixture was diluted with dichloromethane, washed with water, and concentrated under reduced pressure. The residue was purified by column-chromatography (hexane/ethyl acetate=1/3) to the compound 15-3 (0.12 g) as a white solid.

후처리

  1. stirringthe mixture was stirred for 3 hours
  2. concentrationconcentrated under reduced pressure
  3. additionTo the concentrate was added water (15 ml)
  4. filtrationthe undissolved material was filtered off
  5. concentrationThe filtrate was concentrated
  6. customto obtain
  7. stirringby stirring at room temperature for 23 hours
  8. washwashed with water
  9. concentrationconcentrated under reduced pressure
  10. customThe residue was purified by column-chromatography (hexane/ethyl acetate=1/3) to the compound 15-3 (0.12 g) as a white solid

출처 및 근거

ORD 기록
ord-1e55c4e29a5947fabbbbb06a7c0ccc94
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08071650B2

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