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Water → 4-Chloro-7-(trifluoromethyl)pyrido[3,2-d]pyrimidine

HRID 925473
ノート
印刷プレビュー

反応式

HRID 925473 の反応式
[F:1][C:2]([F:15])([F:14])[C:3]1[CH:12]=[N:11][C:10]2[C:9](O)=[N:8][CH:7]=[N:6][C:5]=2[CH:4]=1.CCN(C(C)C)C(C)C.O=P(Cl)(Cl)[Cl:27].O>C1(C)C=CC=CC=1.CCOC(C)=O>[Cl:27][C:9]1[C:10]2[N:11]=[CH:12][C:3]([C:2]([F:15])([F:14])[F:1])=[CH:4][C:5]=2[N:6]=[CH:7][N:8]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 962WaterHCID 24813Phosphorus oxychlorideHCID 81531DiisopropylethylamineHCID 178518012HCID 178518012、化合物

生成物 1

HCID 867281584-Chloro-7-(trifluoromethyl)pyrido[3,2-d]pyrimidine

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒
HCID 8857
Ethyl Acetate
溶媒

反応条件

温度
115 °C

実験手順

7-Trifluoromethyl-pyrido[3,2-d]pyrimidin-4-ol (300 mg, 1.39 mmol) was dissolved in toluene (5 ml). DIPEA (541 mg, 4.18 mmol) and POCl3 (641 mg, 4.18 mmol) were added and the reaction mixture was heated to 115° C. (external temperature). The reaction was cooled to rt and partioned between water (50 ml) and EtOAc (50 ml). The phases were separated and the aq phase was extracted twice with EtOAc (25 ml). The combined organic layer was washed with NaHCO3 solution and brine, treated with MgSO4 and filtered. The filtrate was concentrated, redissolved in DCM and filtered over silica and again concentrated to give the desired product as a colorless solid.

後処理

  1. temperatureThe reaction was cooled to rt
  2. customThe phases were separated
  3. extractionthe aq phase was extracted twice with EtOAc (25 ml)
  4. washThe combined organic layer was washed with NaHCO3 solution and brine
  5. additiontreated with MgSO4
  6. filtrationfiltered
  7. concentrationThe filtrate was concentrated
  8. dissolutionredissolved in DCM
  9. filtrationfiltered over silica
  10. concentrationagain concentrated

出典と根拠

ORDレコード
ord-ca4095b7507b45ed978ad4c67a05182f
出典データセット
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09284284B2

反応ノート

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