Potassium Carbonate → 5-bromo-N-(2-(4-fluorophenyl)-2-methylpropyl)pyrimidin-2-amine

HRID 1474093ノート

反応式

HRID 1474093 の反応式
[Br:1][C:2]1[CH:3]=[N:4][C:5](F)=[N:6][CH:7]=1.[F:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]([CH3:20])([CH3:19])[CH2:17][NH2:18])=[CH:12][CH:11]=1.C(=O)([O-])[O-].[K+].[K+]>C(O)(C)C>[Br:1][C:2]1[CH:3]=[N:4][C:5]([NH:18][CH2:17][C:16]([C:13]2[CH:12]=[CH:11][C:10]([F:9])=[CH:15][CH:14]=2)([CH3:20])[CH3:19])=[N:6][CH:7]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 6006905-Bromo-2-fluoropyrimidineHCID 212510232-(4-Fluorophenyl)-2-methylpropan-1-amine

生成物 1

HCID 674528925-bromo-N-(2-(4-fluorophenyl)-2-methylpropyl)pyrimidin-2-amine収率 65%

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

反応条件

温度
120 °C

実験手順

To a solution of 5-bromo-2-fluoropyrimidine (1.0 g, 5.6 mmol, 1.0 equiv) and 2-(4-fluorophenyl)-2-methylpropan-1-amine (1.05 g, 6.3 mmol. 1.1 equiv) in isopropanol (12 mL) in a microwave vial equipped with a stir bar was added potassium carbonate (3.68 g, 11.2 mmol, 2.0 equiv). The vial was fitted with a microwave vial cap and heated to 120° C. for 45 min. The reaction mixture was filtered to remove the solid potassium carbonate and concentrated in vacuo. After the residue was redissolved in EtOAc and water, the organic layer was washed with brine, dried over sodium sulfate and concentrated in vacuo. Purification by silica gel chromatography (3%-5% MeOH/DCM) provided the title compound as a yellow solid (1.15 g, 65%), (m/z [M+H]=324.2).

後処理

  1. customThe vial was fitted with a microwave
  2. customvial cap
  3. filtrationThe reaction mixture was filtered
  4. customto remove the solid potassium carbonate
  5. concentrationconcentrated in vacuo
  6. dissolutionAfter the residue was redissolved in EtOAc
  7. washwater, the organic layer was washed with brine
  8. dry with materialdried over sodium sulfate
  9. concentrationconcentrated in vacuo
  10. customPurification by silica gel chromatography (3%-5% MeOH/DCM)

出典と根拠

ORDレコード
ord-343b98c75d684b6785c2ae231c96cc6f
出典データセット
uspto-grants-2015_04
特許番号
US09018223B2

反応ノート

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