1-Ethyl-1,4-diazepane → HCID 178462581, 화합물

HRID 1092163노트

반응식

HRID 1092163 반응식
[CH2:1]([N:3]1[CH2:9][CH2:8][CH2:7][NH:6][CH2:5][CH2:4]1)[CH3:2].Cl[C:11]1[N:12]=[CH:13][C:14]([C:17]([NH:19][C:20]2[NH:21][N:22]=[C:23]([CH2:25][CH2:26][C:27]3[CH:32]=[C:31]([O:33][CH3:34])[CH:30]=[C:29]([O:35][CH3:36])[CH:28]=3)[CH:24]=2)=[O:18])=[N:15][CH:16]=1>CS(C)=O.CO>[CH3:36][O:35][C:29]1[CH:28]=[C:27]([CH2:26][CH2:25][C:23]2[CH:24]=[C:20]([NH:19][C:17]([C:14]3[CH:13]=[N:12][C:11]([N:6]4[CH2:7][CH2:8][CH2:9][N:3]([CH2:1][CH3:2])[CH2:4][CH2:5]4)=[CH:16][N:15]=3)=[O:18])[NH:21][N:22]=2)[CH:32]=[C:31]([O:33][CH3:34])[CH:30]=1

참가 물질

5

반응물 2

HCID 75775381-Ethyl-1,4-diazepaneHCID 178489782HCID 178489782, 화합물

생성물 1

HCID 178462581HCID 178462581, 화합물수율 59.4%

시약·촉매·용매 2

HCID 679Dimethyl Sulfoxide용매HCID 887Methanol용매

실험 절차

1-ethyl-1,4-diazepane (205 mg, 1.60 mmol) was added to 5-chloro-N-[5-[2-(3,5-dimethoxyphenyl)ethyl]-2H-pyrazol-3-yl]pyrazine-2-carboxamide (310 mg, 0.80 mmol) in DMSO (4.00 ml) at 25° C. The resulting solution was stirred at room temperature for 2 h. The reaction was incomplete so the temperature was increased to 60° C. and the reaction mixture was stirred for a further 15 mins. The reaction mixture was diluted with MeOH (5 ml) and the crude product was purified by ion exchange chromatography, using a SCX column. The desired product was eluted from the column using 7M NH3/MeOH and fractions were evaporated to dryness to afford crude product as an orange dry film. The crude product was purified by preparative HPLC, using decreasingly polar mixtures of water (containing 1% NH3) and MeCN as eluents. Fractions containing the desired compound were evaporated to dryness to afford the title compound (228 mg, 59%) as a white solid.

후처리

  1. temperaturewas increased to 60° C.
  2. stirringthe reaction mixture was stirred for a further 15 mins
  3. customthe crude product was purified by ion exchange chromatography
  4. washThe desired product was eluted from the column
  5. customwere evaporated to dryness
  6. customto afford crude product as an orange dry film
  7. customThe crude product was purified by preparative HPLC
  8. additionFractions containing the desired compound
  9. customwere evaporated to dryness

출처 및 근거

ORD 기록
ord-c488e8aba72e401ead850f77bc4f6959
출처 데이터셋
uspto-grants-2012_03
특허 번호
US08129391B2

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