Water → HCID 53981173, 화합물

HRID 357087

반응식

HRID 357087 반응식
Cl[CH2:2][CH2:3][CH2:4][CH2:5][S:6][C:7]1[N:12]2[CH:13]=[CH:14][N:15]=[C:11]2[CH:10]=[CH:9][CH:8]=1.[N:16]1([CH:22]=[C:23]2[S:27][C:26](=[O:28])[NH:25][C:24]2=[O:29])[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1.C1CCN2C(=NCCC2)CC1.O>CN(C)C=O>[N:16]1([CH:22]=[C:23]2[S:27][C:26](=[O:28])[N:25]([CH2:2][CH2:3][CH2:4][CH2:5][S:6][C:7]3[N:12]4[CH:13]=[CH:14][N:15]=[C:11]4[CH:10]=[CH:9][CH:8]=3)[C:24]2=[O:29])[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1

참가 물질

6

반응물 4

HCID 962WaterHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 18936641Imidazo[1,2-a]pyridine,5-[(4-chlorobutyl)thio]-HCID 54129473HCID 54129473, 화합물

생성물 1

HCID 53981173HCID 53981173, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
80 °C

실험 절차

To a solution of 241 mg (1.0 mmol) of 5-(4-chlorobutylthio)imidazo[1,2-a]pyridine and 212 mg (1.0 mmol) of 5-(piperidin-1-yl)methylene-thiazolidine-2,4-dione in 10 ml of N,N-dimethylformamide, 0.15 ml (1.0 mmol) of 1,8-diazabicyclo[5.4.0]-7-undecene was added, followed by stirring at 80° C. for 3 hours. After the reaction mixture was cooled, water was added; the mixture was extracted with ethyl acetate and dried, after which the solvent was distilled off. The residue was purified by column chromatography (eluent, n-hexane/ethyl acetate=1/4→ethyl acetate) to yield 330 mg (79.2%, white powder) of the desired product.

후처리

  1. temperatureAfter the reaction mixture was cooled
  2. extractionthe mixture was extracted with ethyl acetate
  3. customdried
  4. distillationafter which the solvent was distilled off
  5. customThe residue was purified by column chromatography (eluent, n-hexane/ethyl acetate=1/4→ethyl acetate)

출처 및 근거

ORD 기록
ord-dea347ba088f44a88a985b5b6558366b
출처 데이터셋
uspto-grants-1998_11
특허 번호
US05840732

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