Hydrochloric Acid → 2-[4-(Trifluoromethoxy)phenyl]-5-pyrimidinol

HRID 2066635노트

반응식

HRID 2066635 반응식
C(OC[O:5][C:6]1[CH:7]=[N:8][C:9]([C:12]2[CH:17]=[CH:16][C:15]([O:18][C:19]([F:22])([F:21])[F:20])=[CH:14][CH:13]=2)=[N:10][CH:11]=1)C.Cl>CO.O>[F:22][C:19]([F:20])([F:21])[O:18][C:15]1[CH:16]=[CH:17][C:12]([C:9]2[N:8]=[CH:7][C:6]([OH:5])=[CH:11][N:10]=2)=[CH:13][CH:14]=1

참가 물질

5

반응물 2

HCID 313Hydrochloric AcidHCID 669560465-(Ethoxymethoxy)-2-[4-(trifluoromethoxy)phenyl]pyrimidine

생성물 1

HCID 669564972-[4-(Trifluoromethoxy)phenyl]-5-pyrimidinol수율 99%

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

Ether 110 (379 mg, 1.21 mmol) was treated with 1.25M HCl in MeOH (11 mL) and the mixture was stirred at room temperature for 12 h, and then at 53° C. for 2 h. The resulting cooled solution was diluted with water (50 mL) and extracted with CH2Cl2 (5×50 mL). The combined extracts were evaporated to dryness and the residue was triturated in pentane to give 2-[4-(trifluoromethoxy)phenyl]-5-pyrimidinol (112) (305 mg, 99%) as a white solid: mp (pentane) 156-157° C.; 1H NMR (CDCl3) δ 8.45 (s, 2H), 8.38 (dt, J=8.9, 2.4 Hz, 2H), 7.29 (br dd, J=8.9, 0.7 Hz, 2H), 5.60 (br s, 1H); HRESIMS calcd for C11H8F3N2O2 m/z [M+H]+ 257.0532. found 257.0526.

후처리

  1. waitat 53° C. for 2 h
  2. temperatureThe resulting cooled solution
  3. extractionextracted with CH2Cl2 (5×50 mL)
  4. customThe combined extracts were evaporated to dryness
  5. customthe residue was triturated in pentane

출처 및 근거

ORD 기록
ord-16652400950a49a7a86bd4ddbb45b5f3
출처 데이터셋
uspto-grants-2012_10
특허 번호
US08293734B2

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