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Potassium Carbonate → 5-[3'-Amino-6-ethoxy-2-(2,2,2-trifluoro-ethoxy)-biphenyl-4-ylmethyl]-pyrimidine-2,4-diamine

HRID 2416311
ノート
印刷プレビュー

反応式

HRID 2416311 の反応式
[NH2:1][C:2]1[CH:3]=[C:4]([C:8]2[C:9]([OH:26])=[CH:10][C:11]([CH2:17][C:18]3[C:19]([NH2:25])=[N:20][C:21]([NH2:24])=[N:22][CH:23]=3)=[CH:12][C:13]=2[O:14][CH2:15][CH3:16])[CH:5]=[CH:6][CH:7]=1.C(=O)([O-])[O-].[K+].[K+].CS(O[CH2:38][C:39]([F:42])([F:41])[F:40])(=O)=O>C(#N)C>[NH2:1][C:2]1[CH:3]=[C:4]([C:8]2[C:13]([O:14][CH2:15][CH3:16])=[CH:12][C:11]([CH2:17][C:18]3[C:19]([NH2:25])=[N:20][C:21]([NH2:24])=[N:22][CH:23]=3)=[CH:10][C:9]=2[O:26][CH2:38][C:39]([F:42])([F:41])[F:40])[CH:5]=[CH:6][CH:7]=1
参加物反応条件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 11430Potassium Carbonate2 回HCID 5565652,2,2-Trifluoroethyl Methanesulfonate2 回HCID 226369793'-Amino-4-(2,4-diamino-pyrimidin-5-ylmethyl)-6-ethoxy-biphenyl-2-ol

生成物 1

HCID 226369015-[3'-Amino-6-ethoxy-2-(2,2,2-trifluoro-ethoxy)-biphenyl-4-ylmethyl]-pyrimidine-2,4-diamine

試薬・触媒・溶媒 1

HCID 6342Acetonitrile
溶媒

反応条件

温度
100 °C

実験手順

3′-Amino-4-(2,4-diamino-pyrimidin-5-ylmethyl)-6-ethoxy-biphenyl-2-ol (527 mg; 1.5 mmol) is suspended in acetonitrile (60 ml; dried over a molecular sieve), potassium carbonate (621 mg; 4.5 mmol) is added and the mixture is heated to a bath temperature of 100° C. 2,2,2-Trifluoroethyl methanesulphonate (0.353 ml; 3.0 mmol) is added and the mixture is boiled under reflux for 3 hours. After this period of time, potassium carbonate (414 mg; 3 mmol) and 2,2,2-trifluoroethyl methanesulphonate (0.353 ml; 3.0 mmol) are again added and the mixture is stirred under reflux for a further 2 hours. The same procedure is repeated four more times at intervals of two hours. The suspension is then filtered with suction and the filtrate is concentrated. The residue is chromatographed over silica gel (120 g) with methylene chloride/methanol/NH4OH (1/1 mixture of 90/10/1 and 19/1/0.05).

後処理

  1. additionis added
  2. temperatureunder reflux for 3 hours
  3. temperatureunder reflux for a further 2 hours
  4. customat intervals of two hours
  5. filtrationThe suspension is then filtered with suction
  6. concentrationthe filtrate is concentrated
  7. customThe residue is chromatographed over silica gel (120 g) with methylene chloride/methanol/NH4OH (1/1 mixture of 90/10/1 and 19/1/0.05)

出典と根拠

ORDレコード
ord-c12e582754a0450aaaf69a064ea15210
出典データセット
uspto-grants-2004_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06821980B1

反応ノート

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