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

HRID 55895ノート

反応式

HRID 55895 の反応式
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

参加物

4

反応物 2

HCID 903696996-((E)-3-Dimethylamino-acryloyl)-3-((S)-3-hydroxy-pyrrolidin-1-yl)-pyridine-2-carbonitrileHCID 178512567HCID 178512567、化合物

生成物 1

HCID 78323513US9433622, Dmx-57

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
180 °C

実験手順

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+).

後処理

  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

出典と根拠

ORDレコード
ord-8eb1e41093b94ed69e903a32d9389b5b
出典データセット
uspto-grants-2016_09
特許番号
US09433622B2

反応ノート

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