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

HRID 925473
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HRID 925473 반응식
[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
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 962WaterHCID 24813Phosphorus oxychlorideHCID 81531DiisopropylethylamineHCID 178518012HCID 178518012, 화합물

생성물 1

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

시약·촉매·용매 2

HCID 1140Toluene용매
HCID 8857
Ethyl Acetate
용매

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온도
115 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-ca4095b7507b45ed978ad4c67a05182f
출처 데이터셋
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09284284B2

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