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Hydrochloric Acid → 2,4-Dihydroxy-1-(5-[4-(2-[2,2,2-trifluoroethyl]guanidino)pyrimid-2-yl]pentyl)imidazole maleate

HRID 1462345
ノート
印刷プレビュー

反応式

HRID 1462345 の反応式
[O-:1][C:2]#N.[K+].[F:5][C:6]([F:28])([F:27])[CH2:7][N:8]=[C:9]([NH2:26])[NH:10][C:11]1[CH:16]=[CH:15][N:14]=[C:13]([CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][NH:22][CH2:23][C:24]#[N:25])[N:12]=1.Cl.[C:30](=[O:33])([O-])[O-:31].[Na+].[Na+].[OH2:36]>CC(O)=O>[C:2]([OH:1])(=[O:36])/[CH:23]=[CH:24]\[C:30]([OH:31])=[O:33].[OH:1][C:2]1[N:22]([CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][C:13]2[N:12]=[C:11]([NH:10][C:9]([NH2:26])=[N:8][CH2:7][C:6]([F:5])([F:27])[F:28])[CH:16]=[CH:15][N:14]=2)[CH:23]=[C:24]([OH:31])[N:25]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 5

HCID 313Hydrochloric AcidHCID 962WaterHCID 10340Sodium CarbonateHCID 11378442Potassium cyanateHCID 202469524-[2-(2,2,2-Trifluoroethyl)guanidino]-2-[5-cyanomethylaminopentyl]pyrimidine

生成物 1

HCID 1785122032,4-Dihydroxy-1-(5-[4-(2-[2,2,2-trifluoroethyl]guanidino)pyrimid-2-yl]pentyl)imidazole maleate

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

Potassium cyanate (0.055 g.) was added in portions to a solution of 4-[2-(2,2,2-trifluoroethyl)guanidino]-2-[5-cyanomethylaminopentyl]pyrimidine (0.02 g.) in 80% v/v aqueous HOAc (2 ml.) at 0° and the mixture stirred for 1 hour, then heated at 60°-70° for 20 minutes. Concentrated aqueous hydrochloric acid (1 ml.) and water (0.6 ml.) were added and the mixture was heated on a steam bath for 30 minutes. On cooling, saturated sodium carbonate solution was added until the pH was approximately 7. The mixture was extracted with EtOAc, the extract dried (MgSO4) and evaporated. The residue was dissolved in EtOH (4 ml.) and a solution of maleic acid (0.065 g.) in EtOH (0.5 ml.) added. On standing there was obtained 2,4-dihydroxy-1-(5-[4-(2-[2,2,2-trifluoroethyl]guanidino)pyrimid-2-yl]pentyl)imidazole maleate (0.2 g.), m.p. 183°-185°.

後処理

  1. temperatureheated at 60°-70° for 20 minutes
  2. temperaturethe mixture was heated on a steam bath for 30 minutes
  3. temperatureOn cooling
  4. extractionThe mixture was extracted with EtOAc
  5. dry with materialthe extract dried (MgSO4)
  6. customevaporated
  7. dissolutionThe residue was dissolved in EtOH (4 ml.)
  8. additiona solution of maleic acid (0.065 g.) in EtOH (0.5 ml.) added

出典と根拠

ORDレコード
ord-1875b7c52c784565adc6e476daf44b80
出典データセット
uspto-grants-1984_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04460584

反応ノート

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