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

HRID 2066635ノート

反応式

HRID 2066635 の反応式
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

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-16652400950a49a7a86bd4ddbb45b5f3
出典データセット
uspto-grants-2012_10
特許番号
US08293734B2

反応ノート

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