Trifluoroacetic acid → HCID 77981870、化合物

HRID 716069ノート

反応式

HRID 716069 の反応式
[C:1]([C:7]1[C:15]2[C:10](=[N:11][CH:12]=[C:13]([NH:16][C:17]3[CH:22]=[CH:21][C:20]([CH:23]=[C:24]([N:27]4[CH:31]=[N:30][CH:29]=[N:28]4)[C:25]#[N:26])=[CH:19][CH:18]=3)[N:14]=2)[N:9](COCC[Si](C)(C)C)[CH:8]=1)(=[O:6])[C:2]([CH3:5])([CH3:4])[CH3:3].C(O)(C(F)(F)F)=O.O.O.O.C([O-])(=O)C.[Na+]>C(Cl)Cl.C(O)C>[C:1]([C:7]1[C:15]2[C:10](=[N:11][CH:12]=[C:13]([NH:16][C:17]3[CH:22]=[CH:21][C:20]([CH:23]=[C:24]([N:27]4[CH:31]=[N:30][CH:29]=[N:28]4)[C:25]#[N:26])=[CH:19][CH:18]=3)[N:14]=2)[NH:9][CH:8]=1)(=[O:6])[C:2]([CH3:5])([CH3:4])[CH3:3]

参加物

6

反応物 3

HCID 6422Trifluoroacetic acidHCID 23665404Sodium Acetate TrihydrateHCID 71015365HCID 71015365、化合物

生成物 1

HCID 77981870HCID 77981870、化合物収率 5.4%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒2 回HCID 6344Dichloromethane溶媒2 回

実験手順

To a 25 ml one necked round bottom flask, 3-(4-(7-pivaloyl-5-((2-(trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[2,3-b]pyrazin-2-ylamino)phenyl)-2-(1H-1,2,4-triazol-1-yl)acrylonitrile (0.052 g, 0.95 mmole) was taken in CH2Cl2 (5 mL). TFA (1.5 mL) was added drop wise at 0° C. After completion of the addition, the reaction mass was warmed up to RT and stirred for 16 hrs at the same temperature. After completion of the reaction, CH2Cl2 was distilled out to get solid. The solid was taken in ethanol (10 mL) and sodium acetate trihydrate (0.130 g, 0.95 mmole) was added at RT. The reaction mixture was stirred for 20 hrs at RT. After completion of the reaction the ethanol was distilled out under vacuum. To the residue, water (20 mL) was added and stirred for 15 min, filtered and wash with water and n-pentane. The solid was dried under vacuum to yield 21 mg of 3-(4-(7-pivaloyl-5H-pyrrolo[2,3-b]pyrazin-2-ylamino)phenyl)-2-(1H-1,2,4-triazol-1-yl)acrylonitrile.

後処理

  1. additionAfter completion of the addition
  2. customthe reaction
  3. distillationwas distilled out
  4. customto get solid
  5. stirringThe reaction mixture was stirred for 20 hrs at RT
  6. distillationwas distilled out under vacuum
  7. additionTo the residue, water (20 mL) was added
  8. stirringstirred for 15 min
  9. filtrationfiltered
  10. washwash with water and n-pentane
  11. customThe solid was dried under vacuum

出典と根拠

ORDレコード
ord-b95d16e187a74d9380a01f1c7eb8b602
出典データセット
uspto-grants-2015_11
特許番号
US09187487B2

反応ノート

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