Acetonitrile → 7-(5-(trifluoromethyl)pyridin-2-yl)-5,6,7,8-tetrahydro-N-(3-methoxyphenyl)pyrido[3,4-d]pyrimidin-4-amine

HRID 971262ノート

反応式

HRID 971262 の反応式
Cl[C:2]1[C:3]2[CH2:11][CH2:10][N:9]([C:12]3[CH:17]=[CH:16][C:15]([C:18]([F:21])([F:20])[F:19])=[CH:14][N:13]=3)[CH2:8][C:4]=2[N:5]=[CH:6][N:7]=1.[CH3:22][O:23][C:24]1[CH:25]=[C:26]([CH:28]=[CH:29][CH:30]=1)[NH2:27].C(#N)C.I.C(=O)(O)[O-].[Na+]>>[F:19][C:18]([F:21])([F:20])[C:15]1[CH:16]=[CH:17][C:12]([N:9]2[CH2:10][CH2:11][C:3]3[C:2]([NH:27][C:26]4[CH:28]=[CH:29][CH:30]=[C:24]([O:23][CH3:22])[CH:25]=4)=[N:7][CH:6]=[N:5][C:4]=3[CH2:8]2)=[N:13][CH:14]=1

参加物

6

反応物 5

HCID 6342AcetonitrileHCID 108243-MethoxyanilineHCID 24841Hydrogen iodideHCID 516892Sodium BicarbonateHCID 590214804-Chloro-7-(5-(trifluoromethyl)pyridin-2-yl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine

生成物 1

HCID 120041287-(5-(trifluoromethyl)pyridin-2-yl)-5,6,7,8-tetrahydro-N-(3-methoxyphenyl)pyrido[3,4-d]pyrimidin-4-amine収率 443.9%

反応条件

温度
160 °C

実験手順

A mixture of 4-chloro-7-(5-(trifluoromethyl)pyridin-2-yl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine (0.035 g, 0.00011 mol), 3-methoxyaniline (0.018 mL, 0.00016 mol) in acetonitrile (0.5 mL, 0.01 mol) and 47% HI (0.05 mL, 0.0007 mol) was heated at 160° C. for 20 minutes in in a sealed tube via microwave. After cooling to r.t., the mixture was poured into saturated aqueous sodium bicarbonate (5 mL) and extracted with ethyl acetate (10 mL). The organic layer was washed with brine and dried over magnesium sulfate. Concentrated to leave a brown solid. Residue was purified by flash chromatography over silica gel (ethyl acetate/hexane gradient 0 to 100%) to give 0.196 g of a white foam.

後処理

  1. temperatureAfter cooling to r.t.
  2. extractionextracted with ethyl acetate (10 mL)
  3. washThe organic layer was washed with brine
  4. dry with materialdried over magnesium sulfate
  5. concentrationConcentrated
  6. customto leave a brown solid
  7. customResidue was purified by flash chromatography over silica gel (ethyl acetate/hexane gradient 0 to 100%)

出典と根拠

ORDレコード
ord-5a3523937d8145d8a8faf8dc80f6cd0c
出典データセット
uspto-grants-2007_12
特許番号
US07312330B2

反応ノート

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