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

HRID 1687151노트

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HRID 1687151 반응식
[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

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

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온도
50 °C

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-68f61333f0904019bf65dc829d3e29f2
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08148391B2

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