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3-Amino-1-propanol → 4-[2-(2,2,2-Trifluoroethyl)guanidino]-2-(3-aminopropyloxy)pyrimidine

HRID 34791
ノート
印刷プレビュー

反応式

HRID 34791 の反応式
[F:1][C:2]([F:19])([F:18])[CH2:3][N:4]=[C:5]([NH2:17])[NH:6][C:7]1[CH:12]=[CH:11][N:10]=[C:9](S(C)(=O)=O)[N:8]=1.[NH2:20][CH2:21][CH2:22][CH2:23][OH:24].[H-].[Na+]>C(O)(C)(C)C>[F:1][C:2]([F:19])([F:18])[CH2:3][N:4]=[C:5]([NH2:17])[NH:6][C:7]1[CH:12]=[CH:11][N:10]=[C:9]([O:24][CH2:23][CH2:22][CH2:21][NH2:20])[N:8]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 90863-Amino-1-propanolHCID 24758Sodium hydrideHCID 212797704-[2-(2,2,2-Trifluoroethyl)guanidino]-2-methylsulphonylpyrimidine

生成物 1

HCID 212988144-[2-(2,2,2-Trifluoroethyl)guanidino]-2-(3-aminopropyloxy)pyrimidine収率 47.5%

試薬・触媒・溶媒 1

HCID 6386tert-Butanol溶媒

実験手順

4-[2-(2,2,2-Trifluoroethyl)guanidino]-2-methylsulphonylpyrimidine (0.15 g.) was added to a mixture of 3-aminopropanol (0.075 g.), t-butanol (5 ml.) and a 50% w/w dispersion of sodium hydride in mineral oil (0.05 g.) which was stirred under an argon atmosphere. The mixture was stirred at room temperature for 2 hours, heated under reflux for 4 hours and then evaporated to dryness. The residue was partitioned between 2N aqueous acetic acid and ether, and the aqueous phase basified with 17N NaOH and extracted three times with ether. The combined ether extracts were dried and evaporated to dryness to give 4-[2-(2,2,2-trifluoroethyl)guanidino]-2-(3-aminopropyloxy)pyrimidine (0.07 g.) which was used without further purification.

後処理

  1. temperatureheated
  2. temperatureunder reflux for 4 hours
  3. customevaporated to dryness
  4. customThe residue was partitioned between 2N aqueous acetic acid and ether
  5. extractionextracted three times with ether
  6. dry with materialThe combined ether extracts were dried
  7. customevaporated to dryness

出典と根拠

ORDレコード
ord-31ecbbacedb24809b4177087bbf70ce6
出典データセット
uspto-grants-1988_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04762932

反応ノート

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