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p-Toluenesulfonic acid → HCID 89690902, 화합물

HRID 877585
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HRID 877585 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]2[CH:18]=[C:17]([NH:19][CH:20]([CH3:22])[CH3:21])[C:12]([C:13]([NH:15][NH2:16])=[O:14])=[CH:11][N:10]=2)=[CH:4][CH:3]=1.[CH3:23][C:24]1C=CC(S(O)(=O)=O)=CC=1>C(OC)(OC)(OC)C>[F:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][C:9]2[CH:18]=[C:17]([NH:19][CH:20]([CH3:22])[CH3:21])[C:12]([C:13]3[O:14][C:23]([CH3:24])=[N:16][N:15]=3)=[CH:11][N:10]=2)=[CH:6][CH:7]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 6101p-Toluenesulfonic acidHCID 89689549HCID 89689549, 화합물

생성물 1

HCID 89690902HCID 89690902, 화합물

시약·촉매·용매 1

HCID 15050Trimethyl orthoacetate용매

실험 절차

A solution of 6-((4-fluorophenyl)amino)-4-(isopropylamino)nicotinohydrazide (91) (100 mg) and PTSA (10 mg) in trimethyl orthoacetate (5 mL) was heated at 100° C., overnight. The reaction mixture was concentrated, diluted with EtOAc. The organic layer was washed with sat. NaHCO3 solution, water and brine solution. The organic layer was collected, dried over Na2SO4, filtered and concentrated. The crude material obtained was purified by prep. HPLC to afford N2-(4-fluorophenyl)-N4-isopropyl-5-(5-methyl-1,3,4-oxadiazol-2-yl)pyridine-2,4-diamine (Example 149)

후처리

  1. concentrationThe reaction mixture was concentrated
  2. additiondiluted with EtOAc
  3. washThe organic layer was washed with sat. NaHCO3 solution, water and brine solution
  4. customThe organic layer was collected
  5. dry with materialdried over Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated
  8. customThe crude material obtained
  9. customwas purified by prep

출처 및 근거

ORD 기록
ord-29534285072041da9283bd26157fad03
출처 데이터셋
uspto-grants-2015_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08987311B2

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