6-((E)-3-Dimethylamino-acryloyl)-3-((S)-3-hydroxy-pyrrolidin-1-yl)-pyridine-2-carbonitrile → US9433622, Dmx-57

HRID 55895노트

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HRID 55895 반응식
CN(C)/[CH:3]=[CH:4]/[C:5]([C:7]1[N:12]=[C:11]([C:13]#[N:14])[C:10]([N:15]2[CH2:19][CH2:18][C@H:17]([OH:20])[CH2:16]2)=[CH:9][CH:8]=1)=O.[N:22]1([C:28]2[CH:33]=[CH:32][C:31]([NH:34][C:35]([NH2:37])=[NH:36])=[CH:30][CH:29]=2)[CH2:27][CH2:26][O:25][CH2:24][CH2:23]1>CCO>[OH:20][C@H:17]1[CH2:18][CH2:19][N:15]([C:10]2[C:11]([C:13]#[N:14])=[N:12][C:7]([C:5]3[CH:4]=[CH:3][N:37]=[C:35]([NH:34][C:31]4[CH:30]=[CH:29][C:28]([N:22]5[CH2:27][CH2:26][O:25][CH2:24][CH2:23]5)=[CH:33][CH:32]=4)[N:36]=3)=[CH:8][CH:9]=2)[CH2:16]1

참가 물질

4

반응물 2

HCID 903696996-((E)-3-Dimethylamino-acryloyl)-3-((S)-3-hydroxy-pyrrolidin-1-yl)-pyridine-2-carbonitrileHCID 178512567HCID 178512567, 화합물

생성물 1

HCID 78323513US9433622, Dmx-57

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
180 °C

실험 절차

Compound 66 (150 mg, 0.524 mmol) and N-(4-morpholin-4-yl-phenyl)-guanidine were dissolved in EtOH (4 mL). The mixture was then stirred at 180° C. in the microwave for 30 minutes. The solvent was evaporated in vacuo and the residue diluted with MeOH (50 mL). The solution was heated to 60° C. on a rotary evaporator with swirling. The solution was cooled to rt and the solvent carefully decanted. The process was repeated twice more. The residual solvent was then evaporated in vacuo. The title compound was afforded as a yellow solid (110 mg, 47%); LCMS, Rt=2.58 min (MeOH-FA method), m/z 444 (MH+).

후처리

  1. customThe solvent was evaporated in vacuo
  2. additionthe residue diluted with MeOH (50 mL)
  3. temperatureThe solution was heated to 60° C. on a rotary evaporator
  4. temperatureThe solution was cooled to rt
  5. customthe solvent carefully decanted
  6. customThe residual solvent was then evaporated in vacuo

출처 및 근거

ORD 기록
ord-8eb1e41093b94ed69e903a32d9389b5b
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09433622B2

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