Potassium Carbonate → 2-(2,5-Dichloro-pyrimidin-4-ylamino)-5-morpholin-4-yl-benzamide

HRID 1687151ノート

反応式

HRID 1687151 の反応式
[NH2:1][C:2]1[CH:10]=[CH:9][C:8]([N:11]2[CH2:16][CH2:15][O:14][CH2:13][CH2:12]2)=[CH:7][C:3]=1[C:4]([NH2:6])=[O:5].[Cl:17][C:18]1[N:23]=[C:22](Cl)[C:21]([Cl:25])=[CH:20][N:19]=1.C(=O)([O-])[O-].[K+].[K+]>C1COCC1.O>[Cl:17][C:18]1[N:23]=[C:22]([NH:1][C:2]2[CH:10]=[CH:9][C:8]([N:11]3[CH2:12][CH2:13][O:14][CH2:15][CH2:16]3)=[CH:7][C:3]=2[C:4]([NH2:6])=[O:5])[C:21]([Cl:25])=[CH:20][N:19]=1

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 2372592,4,5-TrichloropyrimidineHCID 105609362-Amino-5-(morpholin-4-yl)benzamide

生成物 1

HCID 866338862-(2,5-Dichloro-pyrimidin-4-ylamino)-5-morpholin-4-yl-benzamide収率 54.9%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
50 °C

実験手順

A mixture of 2-amino-5-morpholin-4-yl-benzamide (820.0 mg, 3.71 mmol, Heterocyclic Comm. 2001, 7, 473-480), 2,4,5-trichloropyrimidine (679.8 mg, 3.71 mmol) and potassium carbonate (614.6 mg, 4.45 mol) in THF (10 mL) was stirred at 50° C. for 20 h and at RT for 6 days. The reaction was diluted with water (10 mL) and extracted into EtOAc. The organic layer was washed with NaHCO3, brine and dried by passing through a funnel filled with MgSO4. The filtrate was evaporated and the residue triturated with ether (5×3 mL) to afford 2-(2,5-dichloro-pyrimidin-4-ylamino)-5-morpholin-4-yl-benzamide as a yellow solid (0.75 g) that was used without further purification in the subsequent step.

後処理

  1. extractionextracted into EtOAc
  2. washThe organic layer was washed with NaHCO3, brine
  3. customdried
  4. customby passing through a funnel
  5. additionfilled with MgSO4
  6. customThe filtrate was evaporated
  7. customthe residue triturated with ether (5×3 mL)

出典と根拠

ORDレコード
ord-68f61333f0904019bf65dc829d3e29f2
出典データセット
uspto-grants-2012_04
特許番号
US08148391B2

反応ノート

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