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Hydrochloric Acid → N-phenyl-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-2-amine

HRID 930497
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HRID 930497 반응식
[NH:1]([C:8]1[N:9]=[CH:10][C:11]2[CH2:17][N:16](C(OC(C)(C)C)=O)[CH2:15][CH2:14][C:12]=2[N:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl>CC(C)=O.CC(O)C>[C:2]1([NH:1][C:8]2[N:9]=[CH:10][C:11]3[CH2:17][NH:16][CH2:15][CH2:14][C:12]=3[N:13]=2)[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 313Hydrochloric AcidHCID 45106267t-butyl 2-anilino-7,8-dihydropyrido[4,3-d]pyrimidine-6(5H)-carboxylate

생성물 1

HCID 104609480N-phenyl-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-2-amine

시약·촉매·용매 2

HCID 180Acetone용매HCID 3776Isopropanol용매

실험 절차

A solution of t-butyl 2-anilino-7,8-dihydropyrido[4,3-d]pyrimidine-6(5H)-carboxylate, Intermediate 7 (2.51 g, 7.69 mmol) in acetone (20 mL) was treated with 5-6 N HCl solution in i-PrOH (6 mL) and the reaction mixture was stirred at room temperature for 27 hours. The solvent was removed in vacuo and the salt was dissolved in water. The aqueous layer was washed with EtOAc and basified with 1.0 N NaOH(aq). The alkaline mixture was extracted with CH2Cl2 (2×100 mL) and the combined CH2Cl2 extracts were dried (MgSO4), filtered, and concentrated to a yellow, crystalline solid (1.25 g, 72%).

후처리

  1. customThe solvent was removed in vacuo
  2. dissolutionthe salt was dissolved in water
  3. washThe aqueous layer was washed with EtOAc
  4. extractionThe alkaline mixture was extracted with CH2Cl2 (2×100 mL)
  5. dry with materialthe combined CH2Cl2 extracts were dried (MgSO4)
  6. filtrationfiltered
  7. concentrationconcentrated to a yellow, crystalline solid (1.25 g, 72%)

출처 및 근거

ORD 기록
ord-5575d9c12b7741a5b3d6eff9fb0ce7ee
출처 데이터셋
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09296747B1

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